Merge branch 'develop' of github.com:matrix-org/synapse into erikj/split_purge_history

96 files changed, 2050 insertions, 369 deletions

diff --git a/.github/PULL_REQUEST_TEMPLATE.md b/.github/PULL_REQUEST_TEMPLATE.md
index 1ead0d0030..8939fda67d 100644
--- a/.github/PULL_REQUEST_TEMPLATE.md
+++ b/.github/PULL_REQUEST_TEMPLATE.md
@@ -5,3 +5,4 @@
 * [ ] Pull request is based on the develop branch
 * [ ] Pull request includes a [changelog file](https://github.com/matrix-org/synapse/blob/master/CONTRIBUTING.rst#changelog)
 * [ ] Pull request includes a [sign off](https://github.com/matrix-org/synapse/blob/master/CONTRIBUTING.rst#sign-off)
+* [ ] Code style is correct (run the [linters](https://github.com/matrix-org/synapse/blob/master/CONTRIBUTING.rst#code-style))
diff --git a/CONTRIBUTING.rst b/CONTRIBUTING.rst
index a71a4a696b..df81f6e54f 100644
--- a/CONTRIBUTING.rst
+++ b/CONTRIBUTING.rst
@@ -58,10 +58,29 @@ All Matrix projects have a well-defined code-style - and sometimes we've even
 got as far as documenting it... For instance, synapse's code style doc lives
 at https://github.com/matrix-org/synapse/tree/master/docs/code_style.md.
 
+To facilitate meeting these criteria you can run ``scripts-dev/lint.sh``
+locally. Since this runs the tools listed in the above document, you'll need
+python 3.6 and to install each tool. **Note that the script does not just
+test/check, but also reformats code, so you may wish to ensure any new code is
+committed first**. By default this script checks all files and can take some
+time; if you alter only certain files, you might wish to specify paths as
+arguments to reduce the run-time.
+
 Please ensure your changes match the cosmetic style of the existing project,
 and **never** mix cosmetic and functional changes in the same commit, as it
 makes it horribly hard to review otherwise.
 
+Before doing a commit, ensure the changes you've made don't produce
+linting errors. You can do this by running the linters as follows. Ensure to
+commit any files that were corrected.
+
+::
+    # Install the dependencies
+    pip install -U black flake8 isort
+    
+    # Run the linter script
+    ./scripts-dev/lint.sh
+
 Changelog
 ~~~~~~~~~
 
diff --git a/changelog.d/5727.feature b/changelog.d/5727.feature
new file mode 100644
index 0000000000..819bebf2d7
--- /dev/null
+++ b/changelog.d/5727.feature
@@ -0,0 +1 @@
+Add federation support for cross-signing.
diff --git a/changelog.d/6164.doc b/changelog.d/6164.doc
new file mode 100644
index 0000000000..f9395b02b3
--- /dev/null
+++ b/changelog.d/6164.doc
@@ -0,0 +1 @@
+Contributor documentation now mentions script to run linters.
diff --git a/changelog.d/6232.bugfix b/changelog.d/6232.bugfix
new file mode 100644
index 0000000000..12718ba934
--- /dev/null
+++ b/changelog.d/6232.bugfix
@@ -0,0 +1 @@
+Remove a room from a server's public rooms list on room upgrade.
\ No newline at end of file
diff --git a/changelog.d/6238.feature b/changelog.d/6238.feature
new file mode 100644
index 0000000000..d225ac33b6
--- /dev/null
+++ b/changelog.d/6238.feature
@@ -0,0 +1 @@
+Add support for outbound http proxying via http_proxy/HTTPS_PROXY env vars.
diff --git a/changelog.d/6254.bugfix b/changelog.d/6254.bugfix
new file mode 100644
index 0000000000..3181484b88
--- /dev/null
+++ b/changelog.d/6254.bugfix
@@ -0,0 +1 @@
+Make notification of cross-signing signatures work with workers.
diff --git a/changelog.d/6298.misc b/changelog.d/6298.misc
new file mode 100644
index 0000000000..d4190730b2
--- /dev/null
+++ b/changelog.d/6298.misc
@@ -0,0 +1 @@
+Refactor EventContext for clarity.
\ No newline at end of file
diff --git a/changelog.d/6301.feature b/changelog.d/6301.feature
new file mode 100644
index 0000000000..78a187a1dc
--- /dev/null
+++ b/changelog.d/6301.feature
@@ -0,0 +1 @@
+Implement label-based filtering on `/sync` and `/messages` ([MSC2326](https://github.com/matrix-org/matrix-doc/pull/2326)).
diff --git a/changelog.d/6304.misc b/changelog.d/6304.misc
new file mode 100644
index 0000000000..20372b4f7c
--- /dev/null
+++ b/changelog.d/6304.misc
@@ -0,0 +1 @@
+Update the version of black used to 19.10b0.
diff --git a/changelog.d/6305.misc b/changelog.d/6305.misc
new file mode 100644
index 0000000000..f047fc3062
--- /dev/null
+++ b/changelog.d/6305.misc
@@ -0,0 +1 @@
+Add some documentation about worker replication.
diff --git a/changelog.d/6306.bugfix b/changelog.d/6306.bugfix
new file mode 100644
index 0000000000..c7dcbcdce8
--- /dev/null
+++ b/changelog.d/6306.bugfix
@@ -0,0 +1 @@
+Appservice requests will no longer contain a double slash prefix when the appservice url provided ends in a slash.
diff --git a/changelog.d/6312.misc b/changelog.d/6312.misc
new file mode 100644
index 0000000000..55e3e1654d
--- /dev/null
+++ b/changelog.d/6312.misc
@@ -0,0 +1 @@
+Document the use of `lint.sh` for code style enforcement & extend it to run on specified paths only.
diff --git a/changelog.d/6313.bugfix b/changelog.d/6313.bugfix
new file mode 100644
index 0000000000..f4d4a97f00
--- /dev/null
+++ b/changelog.d/6313.bugfix
@@ -0,0 +1 @@
+Fix the `hidden` field in the `devices` table for SQLite versions prior to 3.23.0.
diff --git a/changelog.d/6314.misc b/changelog.d/6314.misc
new file mode 100644
index 0000000000..2369760272
--- /dev/null
+++ b/changelog.d/6314.misc
@@ -0,0 +1 @@
+Replace every instance of `logger.warn` method with `logger.warning` as the former is deprecated.
\ No newline at end of file
diff --git a/contrib/experiments/test_messaging.py b/contrib/experiments/test_messaging.py
index 6b22400a60..3bbbcfa1b4 100644
--- a/contrib/experiments/test_messaging.py
+++ b/contrib/experiments/test_messaging.py
@@ -78,7 +78,7 @@ class InputOutput(object):
             m = re.match("^join (\S+)$", line)
             if m:
                 # The `sender` wants to join a room.
-                room_name, = m.groups()
+                (room_name,) = m.groups()
                 self.print_line("%s joining %s" % (self.user, room_name))
                 self.server.join_room(room_name, self.user, self.user)
                 # self.print_line("OK.")
@@ -105,7 +105,7 @@ class InputOutput(object):
             m = re.match("^backfill (\S+)$", line)
             if m:
                 # we want to backfill a room
-                room_name, = m.groups()
+                (room_name,) = m.groups()
                 self.print_line("backfill %s" % room_name)
                 self.server.backfill(room_name)
                 return
diff --git a/docs/tcp_replication.md b/docs/tcp_replication.md
index e099d8a87b..ba9e874d07 100644
--- a/docs/tcp_replication.md
+++ b/docs/tcp_replication.md
@@ -199,7 +199,20 @@ client (C):
 
 #### REPLICATE (C)
 
-   Asks the server to replicate a given stream
+Asks the server to replicate a given stream. The syntax is:
+
+```
+    REPLICATE <stream_name> <token>
+```
+
+Where `<token>` may be either:
+ * a numeric stream_id to stream updates since (exclusive)
+ * `NOW` to stream all subsequent updates.
+
+The `<stream_name>` is the name of a replication stream to subscribe 
+to (see [here](../synapse/replication/tcp/streams/_base.py) for a list
+of streams). It can also be `ALL` to subscribe to all known streams,
+in which case the `<token>` must be set to `NOW`.
 
 #### USER_SYNC (C)
 
diff --git a/mypy.ini b/mypy.ini
index ffadaddc0b..1d77c0ecc8 100644
--- a/mypy.ini
+++ b/mypy.ini
@@ -1,8 +1,11 @@
 [mypy]
-namespace_packages=True
-plugins=mypy_zope:plugin
-follow_imports=skip
-mypy_path=stubs
+namespace_packages = True
+plugins = mypy_zope:plugin
+follow_imports = normal
+check_untyped_defs = True
+show_error_codes = True
+show_traceback = True
+mypy_path = stubs
 
 [mypy-zope]
 ignore_missing_imports = True
diff --git a/scripts-dev/lint.sh b/scripts-dev/lint.sh
index 02a2ca39e5..34c4854e11 100755
--- a/scripts-dev/lint.sh
+++ b/scripts-dev/lint.sh
@@ -7,7 +7,15 @@
 
 set -e
 
-isort -y -rc synapse tests scripts-dev scripts
-flake8 synapse tests
-python3 -m black synapse tests scripts-dev scripts
+if [ $# -ge 1 ]
+then
+  files=$*
+else
+  files="synapse tests scripts-dev scripts"
+fi
+
+echo "Linting these locations: $files"
+isort -y -rc $files
+flake8 $files
+python3 -m black $files
 ./scripts-dev/config-lint.sh
diff --git a/synapse/api/constants.py b/synapse/api/constants.py
index 312196675e..49c4b85054 100644
--- a/synapse/api/constants.py
+++ b/synapse/api/constants.py
@@ -138,3 +138,10 @@ class LimitBlockingTypes(object):
 
     MONTHLY_ACTIVE_USER = "monthly_active_user"
     HS_DISABLED = "hs_disabled"
+
+
+class EventContentFields(object):
+    """Fields found in events' content, regardless of type."""
+
+    # Labels for the event, cf https://github.com/matrix-org/matrix-doc/pull/2326
+    LABELS = "org.matrix.labels"
diff --git a/synapse/api/filtering.py b/synapse/api/filtering.py
index 9f06556bd2..bec13f08d8 100644
--- a/synapse/api/filtering.py
+++ b/synapse/api/filtering.py
@@ -20,6 +20,7 @@ from jsonschema import FormatChecker
 
 from twisted.internet import defer
 
+from synapse.api.constants import EventContentFields
 from synapse.api.errors import SynapseError
 from synapse.storage.presence import UserPresenceState
 from synapse.types import RoomID, UserID
@@ -66,6 +67,10 @@ ROOM_EVENT_FILTER_SCHEMA = {
         "contains_url": {"type": "boolean"},
         "lazy_load_members": {"type": "boolean"},
         "include_redundant_members": {"type": "boolean"},
+        # Include or exclude events with the provided labels.
+        # cf https://github.com/matrix-org/matrix-doc/pull/2326
+        "org.matrix.labels": {"type": "array", "items": {"type": "string"}},
+        "org.matrix.not_labels": {"type": "array", "items": {"type": "string"}},
     },
 }
 
@@ -259,6 +264,9 @@ class Filter(object):
 
         self.contains_url = self.filter_json.get("contains_url", None)
 
+        self.labels = self.filter_json.get("org.matrix.labels", None)
+        self.not_labels = self.filter_json.get("org.matrix.not_labels", [])
+
     def filters_all_types(self):
         return "*" in self.not_types
 
@@ -282,6 +290,7 @@ class Filter(object):
             room_id = None
             ev_type = "m.presence"
             contains_url = False
+            labels = []
         else:
             sender = event.get("sender", None)
             if not sender:
@@ -300,10 +309,11 @@ class Filter(object):
             content = event.get("content", {})
             # check if there is a string url field in the content for filtering purposes
             contains_url = isinstance(content.get("url"), text_type)
+            labels = content.get(EventContentFields.LABELS, [])
 
-        return self.check_fields(room_id, sender, ev_type, contains_url)
+        return self.check_fields(room_id, sender, ev_type, labels, contains_url)
 
-    def check_fields(self, room_id, sender, event_type, contains_url):
+    def check_fields(self, room_id, sender, event_type, labels, contains_url):
         """Checks whether the filter matches the given event fields.
 
         Returns:
@@ -313,6 +323,7 @@ class Filter(object):
             "rooms": lambda v: room_id == v,
             "senders": lambda v: sender == v,
             "types": lambda v: _matches_wildcard(event_type, v),
+            "labels": lambda v: v in labels,
         }
 
         for name, match_func in literal_keys.items():
diff --git a/synapse/app/homeserver.py b/synapse/app/homeserver.py
index 8997c1f9e7..8d28076d92 100644
--- a/synapse/app/homeserver.py
+++ b/synapse/app/homeserver.py
@@ -565,7 +565,7 @@ def run(hs):
             "Reporting stats to %s: %s" % (hs.config.report_stats_endpoint, stats)
         )
         try:
-            yield hs.get_simple_http_client().put_json(
+            yield hs.get_proxied_http_client().put_json(
                 hs.config.report_stats_endpoint, stats
             )
         except Exception as e:
diff --git a/synapse/appservice/__init__.py b/synapse/appservice/__init__.py
index 33b3579425..aea3985a5f 100644
--- a/synapse/appservice/__init__.py
+++ b/synapse/appservice/__init__.py
@@ -94,7 +94,9 @@ class ApplicationService(object):
         ip_range_whitelist=None,
     ):
         self.token = token
-        self.url = url
+        self.url = (
+            url.rstrip("/") if isinstance(url, str) else None
+        )  # url must not end with a slash
         self.hs_token = hs_token
         self.sender = sender
         self.server_name = hostname
diff --git a/synapse/config/logger.py b/synapse/config/logger.py
index 2d2c1e54df..75bb904718 100644
--- a/synapse/config/logger.py
+++ b/synapse/config/logger.py
@@ -234,8 +234,8 @@ def setup_logging(
 
     # make sure that the first thing we log is a thing we can grep backwards
     # for
-    logging.warn("***** STARTING SERVER *****")
-    logging.warn("Server %s version %s", sys.argv[0], get_version_string(synapse))
+    logging.warning("***** STARTING SERVER *****")
+    logging.warning("Server %s version %s", sys.argv[0], get_version_string(synapse))
     logging.info("Server hostname: %s", config.server_name)
 
     return logger
diff --git a/synapse/events/snapshot.py b/synapse/events/snapshot.py
index 27cd8a63ff..a269de5482 100644
--- a/synapse/events/snapshot.py
+++ b/synapse/events/snapshot.py
@@ -37,9 +37,6 @@ class EventContext:
         delta_ids (dict[(str, str), str]): Delta from ``prev_group``.
             (type, state_key) -> event_id. ``None`` for an outlier.
 
-        prev_state_events (?): XXX: is this ever set to anything other than
-            the empty list?
-
         app_service: FIXME
 
         _current_state_ids (dict[(str, str), str]|None):
@@ -51,36 +48,16 @@ class EventContext:
             The current state map excluding the current event. None if outlier
             or we haven't fetched the state from DB yet.
             (type, state_key) -> event_id
-
-        _fetching_state_deferred (Deferred|None): Resolves when *_state_ids have
-            been calculated. None if we haven't started calculating yet
-
-        _event_type (str): The type of the event the context is associated with.
-            Only set when state has not been fetched yet.
-
-        _event_state_key (str|None): The state_key of the event the context is
-            associated with. Only set when state has not been fetched yet.
-
-        _prev_state_id (str|None): If the event associated with the context is
-            a state event, then `_prev_state_id` is the event_id of the state
-            that was replaced.
-            Only set when state has not been fetched yet.
     """
 
     state_group = attr.ib(default=None)
     rejected = attr.ib(default=False)
     prev_group = attr.ib(default=None)
     delta_ids = attr.ib(default=None)
-    prev_state_events = attr.ib(default=attr.Factory(list))
     app_service = attr.ib(default=None)
 
-    _current_state_ids = attr.ib(default=None)
     _prev_state_ids = attr.ib(default=None)
-    _prev_state_id = attr.ib(default=None)
-
-    _event_type = attr.ib(default=None)
-    _event_state_key = attr.ib(default=None)
-    _fetching_state_deferred = attr.ib(default=None)
+    _current_state_ids = attr.ib(default=None)
 
     @staticmethod
     def with_state(
@@ -90,7 +67,6 @@ class EventContext:
             current_state_ids=current_state_ids,
             prev_state_ids=prev_state_ids,
             state_group=state_group,
-            fetching_state_deferred=defer.succeed(None),
             prev_group=prev_group,
             delta_ids=delta_ids,
         )
@@ -125,7 +101,6 @@ class EventContext:
             "rejected": self.rejected,
             "prev_group": self.prev_group,
             "delta_ids": _encode_state_dict(self.delta_ids),
-            "prev_state_events": self.prev_state_events,
             "app_service_id": self.app_service.id if self.app_service else None,
         }
 
@@ -141,7 +116,7 @@ class EventContext:
         Returns:
             EventContext
         """
-        context = EventContext(
+        context = _AsyncEventContextImpl(
             # We use the state_group and prev_state_id stuff to pull the
             # current_state_ids out of the DB and construct prev_state_ids.
             prev_state_id=input["prev_state_id"],
@@ -151,7 +126,6 @@ class EventContext:
             prev_group=input["prev_group"],
             delta_ids=_decode_state_dict(input["delta_ids"]),
             rejected=input["rejected"],
-            prev_state_events=input["prev_state_events"],
         )
 
         app_service_id = input["app_service_id"]
@@ -170,14 +144,7 @@ class EventContext:
                 Maps a (type, state_key) to the event ID of the state event matching
                 this tuple.
         """
-
-        if not self._fetching_state_deferred:
-            self._fetching_state_deferred = run_in_background(
-                self._fill_out_state, store
-            )
-
-        yield make_deferred_yieldable(self._fetching_state_deferred)
-
+        yield self._ensure_fetched(store)
         return self._current_state_ids
 
     @defer.inlineCallbacks
@@ -190,14 +157,7 @@ class EventContext:
                 Maps a (type, state_key) to the event ID of the state event matching
                 this tuple.
         """
-
-        if not self._fetching_state_deferred:
-            self._fetching_state_deferred = run_in_background(
-                self._fill_out_state, store
-            )
-
-        yield make_deferred_yieldable(self._fetching_state_deferred)
-
+        yield self._ensure_fetched(store)
         return self._prev_state_ids
 
     def get_cached_current_state_ids(self):
@@ -211,6 +171,44 @@ class EventContext:
 
         return self._current_state_ids
 
+    def _ensure_fetched(self, store):
+        return defer.succeed(None)
+
+
+@attr.s(slots=True)
+class _AsyncEventContextImpl(EventContext):
+    """
+    An implementation of EventContext which fetches _current_state_ids and
+    _prev_state_ids from the database on demand.
+
+    Attributes:
+
+        _fetching_state_deferred (Deferred|None): Resolves when *_state_ids have
+            been calculated. None if we haven't started calculating yet
+
+        _event_type (str): The type of the event the context is associated with.
+
+        _event_state_key (str): The state_key of the event the context is
+            associated with.
+
+        _prev_state_id (str|None): If the event associated with the context is
+            a state event, then `_prev_state_id` is the event_id of the state
+            that was replaced.
+    """
+
+    _prev_state_id = attr.ib(default=None)
+    _event_type = attr.ib(default=None)
+    _event_state_key = attr.ib(default=None)
+    _fetching_state_deferred = attr.ib(default=None)
+
+    def _ensure_fetched(self, store):
+        if not self._fetching_state_deferred:
+            self._fetching_state_deferred = run_in_background(
+                self._fill_out_state, store
+            )
+
+        return make_deferred_yieldable(self._fetching_state_deferred)
+
     @defer.inlineCallbacks
     def _fill_out_state(self, store):
         """Called to populate the _current_state_ids and _prev_state_ids
@@ -228,27 +226,6 @@ class EventContext:
         else:
             self._prev_state_ids = self._current_state_ids
 
-    @defer.inlineCallbacks
-    def update_state(
-        self, state_group, prev_state_ids, current_state_ids, prev_group, delta_ids
-    ):
-        """Replace the state in the context
-        """
-
-        # We need to make sure we wait for any ongoing fetching of state
-        # to complete so that the updated state doesn't get clobbered
-        if self._fetching_state_deferred:
-            yield make_deferred_yieldable(self._fetching_state_deferred)
-
-        self.state_group = state_group
-        self._prev_state_ids = prev_state_ids
-        self.prev_group = prev_group
-        self._current_state_ids = current_state_ids
-        self.delta_ids = delta_ids
-
-        # We need to ensure that that we've marked as having fetched the state
-        self._fetching_state_deferred = defer.succeed(None)
-
 
 def _encode_state_dict(state_dict):
     """Since dicts of (type, state_key) -> event_id cannot be serialized in
diff --git a/synapse/federation/federation_client.py b/synapse/federation/federation_client.py
index 595706d01a..545d719652 100644
--- a/synapse/federation/federation_client.py
+++ b/synapse/federation/federation_client.py
@@ -555,7 +555,7 @@ class FederationClient(FederationBase):
         Note that this does not append any events to any graphs.
 
         Args:
-            destinations (str): Candidate homeservers which are probably
+            destinations (Iterable[str]): Candidate homeservers which are probably
                 participating in the room.
             room_id (str): The room in which the event will happen.
             user_id (str): The user whose membership is being evented.
diff --git a/synapse/federation/sender/per_destination_queue.py b/synapse/federation/sender/per_destination_queue.py
index cc75c39476..a5b36b1827 100644
--- a/synapse/federation/sender/per_destination_queue.py
+++ b/synapse/federation/sender/per_destination_queue.py
@@ -192,15 +192,16 @@ class PerDestinationQueue(object):
                 # We have to keep 2 free slots for presence and rr_edus
                 limit = MAX_EDUS_PER_TRANSACTION - 2
 
-                device_update_edus, dev_list_id = (
-                    yield self._get_device_update_edus(limit)
+                device_update_edus, dev_list_id = yield self._get_device_update_edus(
+                    limit
                 )
 
                 limit -= len(device_update_edus)
 
-                to_device_edus, device_stream_id = (
-                    yield self._get_to_device_message_edus(limit)
-                )
+                (
+                    to_device_edus,
+                    device_stream_id,
+                ) = yield self._get_to_device_message_edus(limit)
 
                 pending_edus = device_update_edus + to_device_edus
 
@@ -359,20 +360,20 @@ class PerDestinationQueue(object):
         last_device_list = self._last_device_list_stream_id
 
         # Retrieve list of new device updates to send to the destination
-        now_stream_id, results = yield self._store.get_devices_by_remote(
+        now_stream_id, results = yield self._store.get_device_updates_by_remote(
             self._destination, last_device_list, limit=limit
         )
         edus = [
             Edu(
                 origin=self._server_name,
                 destination=self._destination,
-                edu_type="m.device_list_update",
+                edu_type=edu_type,
                 content=content,
             )
-            for content in results
+            for (edu_type, content) in results
         ]
 
-        assert len(edus) <= limit, "get_devices_by_remote returned too many EDUs"
+        assert len(edus) <= limit, "get_device_updates_by_remote returned too many EDUs"
 
         return (edus, now_stream_id)
 
diff --git a/synapse/handlers/account_data.py b/synapse/handlers/account_data.py
index 38bc67191c..2d7e6df6e4 100644
--- a/synapse/handlers/account_data.py
+++ b/synapse/handlers/account_data.py
@@ -38,9 +38,10 @@ class AccountDataEventSource(object):
                 {"type": "m.tag", "content": {"tags": room_tags}, "room_id": room_id}
             )
 
-        account_data, room_account_data = (
-            yield self.store.get_updated_account_data_for_user(user_id, last_stream_id)
-        )
+        (
+            account_data,
+            room_account_data,
+        ) = yield self.store.get_updated_account_data_for_user(user_id, last_stream_id)
 
         for account_data_type, content in account_data.items():
             results.append({"type": account_data_type, "content": content})
diff --git a/synapse/handlers/appservice.py b/synapse/handlers/appservice.py
index 3e9b298154..fe62f78e67 100644
--- a/synapse/handlers/appservice.py
+++ b/synapse/handlers/appservice.py
@@ -73,7 +73,10 @@ class ApplicationServicesHandler(object):
             try:
                 limit = 100
                 while True:
-                    upper_bound, events = yield self.store.get_new_events_for_appservice(
+                    (
+                        upper_bound,
+                        events,
+                    ) = yield self.store.get_new_events_for_appservice(
                         self.current_max, limit
                     )
 
diff --git a/synapse/handlers/device.py b/synapse/handlers/device.py
index 16b4617f68..26ef5e150c 100644
--- a/synapse/handlers/device.py
+++ b/synapse/handlers/device.py
@@ -459,7 +459,18 @@ class DeviceHandler(DeviceWorkerHandler):
     @defer.inlineCallbacks
     def on_federation_query_user_devices(self, user_id):
         stream_id, devices = yield self.store.get_devices_with_keys_by_user(user_id)
-        return {"user_id": user_id, "stream_id": stream_id, "devices": devices}
+        master_key = yield self.store.get_e2e_cross_signing_key(user_id, "master")
+        self_signing_key = yield self.store.get_e2e_cross_signing_key(
+            user_id, "self_signing"
+        )
+
+        return {
+            "user_id": user_id,
+            "stream_id": stream_id,
+            "devices": devices,
+            "master_key": master_key,
+            "self_signing_key": self_signing_key,
+        }
 
     @defer.inlineCallbacks
     def user_left_room(self, user, room_id):
diff --git a/synapse/handlers/directory.py b/synapse/handlers/directory.py
index 526379c6f7..c4632f8984 100644
--- a/synapse/handlers/directory.py
+++ b/synapse/handlers/directory.py
@@ -250,7 +250,7 @@ class DirectoryHandler(BaseHandler):
                     ignore_backoff=True,
                 )
             except CodeMessageException as e:
-                logging.warn("Error retrieving alias")
+                logging.warning("Error retrieving alias")
                 if e.code == 404:
                     result = None
                 else:
diff --git a/synapse/handlers/e2e_keys.py b/synapse/handlers/e2e_keys.py
index 5ea54f60be..f09a0b73c8 100644
--- a/synapse/handlers/e2e_keys.py
+++ b/synapse/handlers/e2e_keys.py
@@ -36,6 +36,8 @@ from synapse.types import (
     get_verify_key_from_cross_signing_key,
 )
 from synapse.util import unwrapFirstError
+from synapse.util.async_helpers import Linearizer
+from synapse.util.caches.expiringcache import ExpiringCache
 from synapse.util.retryutils import NotRetryingDestination
 
 logger = logging.getLogger(__name__)
@@ -49,10 +51,19 @@ class E2eKeysHandler(object):
         self.is_mine = hs.is_mine
         self.clock = hs.get_clock()
 
+        self._edu_updater = SigningKeyEduUpdater(hs, self)
+
+        federation_registry = hs.get_federation_registry()
+
+        # FIXME: switch to m.signing_key_update when MSC1756 is merged into the spec
+        federation_registry.register_edu_handler(
+            "org.matrix.signing_key_update",
+            self._edu_updater.incoming_signing_key_update,
+        )
         # doesn't really work as part of the generic query API, because the
         # query request requires an object POST, but we abuse the
         # "query handler" interface.
-        hs.get_federation_registry().register_query_handler(
+        federation_registry.register_query_handler(
             "client_keys", self.on_federation_query_client_keys
         )
 
@@ -119,9 +130,10 @@ class E2eKeysHandler(object):
                 else:
                     query_list.append((user_id, None))
 
-            user_ids_not_in_cache, remote_results = (
-                yield self.store.get_user_devices_from_cache(query_list)
-            )
+            (
+                user_ids_not_in_cache,
+                remote_results,
+            ) = yield self.store.get_user_devices_from_cache(query_list)
             for user_id, devices in iteritems(remote_results):
                 user_devices = results.setdefault(user_id, {})
                 for device_id, device in iteritems(devices):
@@ -207,13 +219,15 @@ class E2eKeysHandler(object):
                     if user_id in destination_query:
                         results[user_id] = keys
 
-                for user_id, key in remote_result["master_keys"].items():
-                    if user_id in destination_query:
-                        cross_signing_keys["master_keys"][user_id] = key
+                if "master_keys" in remote_result:
+                    for user_id, key in remote_result["master_keys"].items():
+                        if user_id in destination_query:
+                            cross_signing_keys["master_keys"][user_id] = key
 
-                for user_id, key in remote_result["self_signing_keys"].items():
-                    if user_id in destination_query:
-                        cross_signing_keys["self_signing_keys"][user_id] = key
+                if "self_signing_keys" in remote_result:
+                    for user_id, key in remote_result["self_signing_keys"].items():
+                        if user_id in destination_query:
+                            cross_signing_keys["self_signing_keys"][user_id] = key
 
             except Exception as e:
                 failure = _exception_to_failure(e)
@@ -251,7 +265,7 @@ class E2eKeysHandler(object):
 
         Returns:
             defer.Deferred[dict[str, dict[str, dict]]]: map from
-                (master|self_signing|user_signing) -> user_id -> key
+                (master_keys|self_signing_keys|user_signing_keys) -> user_id -> key
         """
         master_keys = {}
         self_signing_keys = {}
@@ -343,7 +357,16 @@ class E2eKeysHandler(object):
         """
         device_keys_query = query_body.get("device_keys", {})
         res = yield self.query_local_devices(device_keys_query)
-        return {"device_keys": res}
+        ret = {"device_keys": res}
+
+        # add in the cross-signing keys
+        cross_signing_keys = yield self.get_cross_signing_keys_from_cache(
+            device_keys_query, None
+        )
+
+        ret.update(cross_signing_keys)
+
+        return ret
 
     @trace
     @defer.inlineCallbacks
@@ -688,17 +711,21 @@ class E2eKeysHandler(object):
 
         try:
             # get our self-signing key to verify the signatures
-            _, self_signing_key_id, self_signing_verify_key = yield self._get_e2e_cross_signing_verify_key(
-                user_id, "self_signing"
-            )
+            (
+                _,
+                self_signing_key_id,
+                self_signing_verify_key,
+            ) = yield self._get_e2e_cross_signing_verify_key(user_id, "self_signing")
 
             # get our master key, since we may have received a signature of it.
             # We need to fetch it here so that we know what its key ID is, so
             # that we can check if a signature that was sent is a signature of
             # the master key or of a device
-            master_key, _, master_verify_key = yield self._get_e2e_cross_signing_verify_key(
-                user_id, "master"
-            )
+            (
+                master_key,
+                _,
+                master_verify_key,
+            ) = yield self._get_e2e_cross_signing_verify_key(user_id, "master")
 
             # fetch our stored devices.  This is used to 1. verify
             # signatures on the master key, and 2. to compare with what
@@ -838,9 +865,11 @@ class E2eKeysHandler(object):
 
         try:
             # get our user-signing key to verify the signatures
-            user_signing_key, user_signing_key_id, user_signing_verify_key = yield self._get_e2e_cross_signing_verify_key(
-                user_id, "user_signing"
-            )
+            (
+                user_signing_key,
+                user_signing_key_id,
+                user_signing_verify_key,
+            ) = yield self._get_e2e_cross_signing_verify_key(user_id, "user_signing")
         except SynapseError as e:
             failure = _exception_to_failure(e)
             for user, devicemap in signatures.items():
@@ -859,7 +888,11 @@ class E2eKeysHandler(object):
             try:
                 # get the target user's master key, to make sure it matches
                 # what was sent
-                master_key, master_key_id, _ = yield self._get_e2e_cross_signing_verify_key(
+                (
+                    master_key,
+                    master_key_id,
+                    _,
+                ) = yield self._get_e2e_cross_signing_verify_key(
                     target_user, "master", user_id
                 )
 
@@ -1047,3 +1080,100 @@ class SignatureListItem:
     target_user_id = attr.ib()
     target_device_id = attr.ib()
     signature = attr.ib()
+
+
+class SigningKeyEduUpdater(object):
+    """Handles incoming signing key updates from federation and updates the DB"""
+
+    def __init__(self, hs, e2e_keys_handler):
+        self.store = hs.get_datastore()
+        self.federation = hs.get_federation_client()
+        self.clock = hs.get_clock()
+        self.e2e_keys_handler = e2e_keys_handler
+
+        self._remote_edu_linearizer = Linearizer(name="remote_signing_key")
+
+        # user_id -> list of updates waiting to be handled.
+        self._pending_updates = {}
+
+        # Recently seen stream ids. We don't bother keeping these in the DB,
+        # but they're useful to have them about to reduce the number of spurious
+        # resyncs.
+        self._seen_updates = ExpiringCache(
+            cache_name="signing_key_update_edu",
+            clock=self.clock,
+            max_len=10000,
+            expiry_ms=30 * 60 * 1000,
+            iterable=True,
+        )
+
+    @defer.inlineCallbacks
+    def incoming_signing_key_update(self, origin, edu_content):
+        """Called on incoming signing key update from federation. Responsible for
+        parsing the EDU and adding to pending updates list.
+
+        Args:
+            origin (string): the server that sent the EDU
+            edu_content (dict): the contents of the EDU
+        """
+
+        user_id = edu_content.pop("user_id")
+        master_key = edu_content.pop("master_key", None)
+        self_signing_key = edu_content.pop("self_signing_key", None)
+
+        if get_domain_from_id(user_id) != origin:
+            logger.warning("Got signing key update edu for %r from %r", user_id, origin)
+            return
+
+        room_ids = yield self.store.get_rooms_for_user(user_id)
+        if not room_ids:
+            # We don't share any rooms with this user. Ignore update, as we
+            # probably won't get any further updates.
+            return
+
+        self._pending_updates.setdefault(user_id, []).append(
+            (master_key, self_signing_key)
+        )
+
+        yield self._handle_signing_key_updates(user_id)
+
+    @defer.inlineCallbacks
+    def _handle_signing_key_updates(self, user_id):
+        """Actually handle pending updates.
+
+        Args:
+            user_id (string): the user whose updates we are processing
+        """
+
+        device_handler = self.e2e_keys_handler.device_handler
+
+        with (yield self._remote_edu_linearizer.queue(user_id)):
+            pending_updates = self._pending_updates.pop(user_id, [])
+            if not pending_updates:
+                # This can happen since we batch updates
+                return
+
+            device_ids = []
+
+            logger.info("pending updates: %r", pending_updates)
+
+            for master_key, self_signing_key in pending_updates:
+                if master_key:
+                    yield self.store.set_e2e_cross_signing_key(
+                        user_id, "master", master_key
+                    )
+                    _, verify_key = get_verify_key_from_cross_signing_key(master_key)
+                    # verify_key is a VerifyKey from signedjson, which uses
+                    # .version to denote the portion of the key ID after the
+                    # algorithm and colon, which is the device ID
+                    device_ids.append(verify_key.version)
+                if self_signing_key:
+                    yield self.store.set_e2e_cross_signing_key(
+                        user_id, "self_signing", self_signing_key
+                    )
+                    _, verify_key = get_verify_key_from_cross_signing_key(
+                        self_signing_key
+                    )
+                    device_ids.append(verify_key.version)
+
+            yield device_handler.notify_device_update(user_id, device_ids)
diff --git a/synapse/handlers/federation.py b/synapse/handlers/federation.py
index d2d9f8c26a..8cafcfdab0 100644
--- a/synapse/handlers/federation.py
+++ b/synapse/handlers/federation.py
@@ -45,6 +45,7 @@ from synapse.api.errors import (
 from synapse.api.room_versions import KNOWN_ROOM_VERSIONS, RoomVersions
 from synapse.crypto.event_signing import compute_event_signature
 from synapse.event_auth import auth_types_for_event
+from synapse.events.snapshot import EventContext
 from synapse.events.validator import EventValidator
 from synapse.logging.context import (
     make_deferred_yieldable,
@@ -352,10 +353,11 @@ class FederationHandler(BaseHandler):
                             # note that if any of the missing prevs share missing state or
                             # auth events, the requests to fetch those events are deduped
                             # by the get_pdu_cache in federation_client.
-                            remote_state, got_auth_chain = (
-                                yield self.federation_client.get_state_for_room(
-                                    origin, room_id, p
-                                )
+                            (
+                                remote_state,
+                                got_auth_chain,
+                            ) = yield self.federation_client.get_state_for_room(
+                                origin, room_id, p
                             )
 
                             # we want the state *after* p; get_state_for_room returns the
@@ -1105,7 +1107,7 @@ class FederationHandler(BaseHandler):
     @defer.inlineCallbacks
     def do_invite_join(self, target_hosts, room_id, joinee, content):
         """ Attempts to join the `joinee` to the room `room_id` via the
-        server `target_host`.
+        servers contained in `target_hosts`.
 
         This first triggers a /make_join/ request that returns a partial
         event that we can fill out and sign. This is then sent to the
@@ -1114,6 +1116,15 @@ class FederationHandler(BaseHandler):
 
         We suspend processing of any received events from this room until we
         have finished processing the join.
+
+        Args:
+            target_hosts (Iterable[str]): List of servers to attempt to join the room with.
+
+            room_id (str): The ID of the room to join.
+
+            joinee (str): The User ID of the joining user.
+
+            content (dict): The event content to use for the join event.
         """
         logger.debug("Joining %s to %s", joinee, room_id)
 
@@ -1173,6 +1184,22 @@ class FederationHandler(BaseHandler):
 
             yield self._persist_auth_tree(origin, auth_chain, state, event)
 
+            # Check whether this room is the result of an upgrade of a room we already know
+            # about. If so, migrate over user information
+            predecessor = yield self.store.get_room_predecessor(room_id)
+            if not predecessor:
+                return
+            old_room_id = predecessor["room_id"]
+            logger.debug(
+                "Found predecessor for %s during remote join: %s", room_id, old_room_id
+            )
+
+            # We retrieve the room member handler here as to not cause a cyclic dependency
+            member_handler = self.hs.get_room_member_handler()
+            yield member_handler.transfer_room_state_on_room_upgrade(
+                old_room_id, room_id
+            )
+
             logger.debug("Finished joining %s to %s", joinee, room_id)
         finally:
             room_queue = self.room_queues[room_id]
@@ -1845,14 +1872,7 @@ class FederationHandler(BaseHandler):
                 if c and c.type == EventTypes.Create:
                     auth_events[(c.type, c.state_key)] = c
 
-        try:
-            yield self.do_auth(origin, event, context, auth_events=auth_events)
-        except AuthError as e:
-            logger.warning(
-                "[%s %s] Rejecting: %s", event.room_id, event.event_id, e.msg
-            )
-
-            context.rejected = RejectedReason.AUTH_ERROR
+        context = yield self.do_auth(origin, event, context, auth_events=auth_events)
 
         if not context.rejected:
             yield self._check_for_soft_fail(event, state, backfilled)
@@ -2021,12 +2041,12 @@ class FederationHandler(BaseHandler):
 
                 Also NB that this function adds entries to it.
         Returns:
-            defer.Deferred[None]
+            defer.Deferred[EventContext]: updated context object
         """
         room_version = yield self.store.get_room_version(event.room_id)
 
         try:
-            yield self._update_auth_events_and_context_for_auth(
+            context = yield self._update_auth_events_and_context_for_auth(
                 origin, event, context, auth_events
             )
         except Exception:
@@ -2044,7 +2064,9 @@ class FederationHandler(BaseHandler):
             event_auth.check(room_version, event, auth_events=auth_events)
         except AuthError as e:
             logger.warning("Failed auth resolution for %r because %s", event, e)
-            raise e
+            context.rejected = RejectedReason.AUTH_ERROR
+
+        return context
 
     @defer.inlineCallbacks
     def _update_auth_events_and_context_for_auth(
@@ -2068,7 +2090,7 @@ class FederationHandler(BaseHandler):
             auth_events (dict[(str, str)->synapse.events.EventBase]):
 
         Returns:
-            defer.Deferred[None]
+            defer.Deferred[EventContext]: updated context
         """
         event_auth_events = set(event.auth_event_ids())
 
@@ -2107,7 +2129,7 @@ class FederationHandler(BaseHandler):
                     # The other side isn't around or doesn't implement the
                     # endpoint, so lets just bail out.
                     logger.info("Failed to get event auth from remote: %s", e)
-                    return
+                    return context
 
                 seen_remotes = yield self.store.have_seen_events(
                     [e.event_id for e in remote_auth_chain]
@@ -2148,7 +2170,7 @@ class FederationHandler(BaseHandler):
 
         if event.internal_metadata.is_outlier():
             logger.info("Skipping auth_event fetch for outlier")
-            return
+            return context
 
         # FIXME: Assumes we have and stored all the state for all the
         # prev_events
@@ -2157,7 +2179,7 @@ class FederationHandler(BaseHandler):
         )
 
         if not different_auth:
-            return
+            return context
 
         logger.info(
             "auth_events refers to events which are not in our calculated auth "
@@ -2204,10 +2226,12 @@ class FederationHandler(BaseHandler):
 
             auth_events.update(new_state)
 
-            yield self._update_context_for_auth_events(
+            context = yield self._update_context_for_auth_events(
                 event, context, auth_events, event_key
             )
 
+        return context
+
     @defer.inlineCallbacks
     def _update_context_for_auth_events(self, event, context, auth_events, event_key):
         """Update the state_ids in an event context after auth event resolution,
@@ -2216,14 +2240,16 @@ class FederationHandler(BaseHandler):
         Args:
             event (Event): The event we're handling the context for
 
-            context (synapse.events.snapshot.EventContext): event context
-                to be updated
+            context (synapse.events.snapshot.EventContext): initial event context
 
             auth_events (dict[(str, str)->str]): Events to update in the event
                 context.
 
             event_key ((str, str)): (type, state_key) for the current event.
                 this will not be included in the current_state in the context.
+
+        Returns:
+            Deferred[EventContext]: new event context
         """
         state_updates = {
             k: a.event_id for k, a in iteritems(auth_events) if k != event_key
@@ -2248,7 +2274,7 @@ class FederationHandler(BaseHandler):
             current_state_ids=current_state_ids,
         )
 
-        yield context.update_state(
+        return EventContext.with_state(
             state_group=state_group,
             current_state_ids=current_state_ids,
             prev_state_ids=prev_state_ids,
@@ -2441,6 +2467,8 @@ class FederationHandler(BaseHandler):
                 raise e
 
             yield self._check_signature(event, context)
+
+            # We retrieve the room member handler here as to not cause a cyclic dependency
             member_handler = self.hs.get_room_member_handler()
             yield member_handler.send_membership_event(None, event, context)
         else:
@@ -2501,6 +2529,7 @@ class FederationHandler(BaseHandler):
         # though the sender isn't a local user.
         event.internal_metadata.send_on_behalf_of = get_domain_from_id(event.sender)
 
+        # We retrieve the room member handler here as to not cause a cyclic dependency
         member_handler = self.hs.get_room_member_handler()
         yield member_handler.send_membership_event(None, event, context)
 
diff --git a/synapse/handlers/initial_sync.py b/synapse/handlers/initial_sync.py
index 49c9e031f9..81dce96f4b 100644
--- a/synapse/handlers/initial_sync.py
+++ b/synapse/handlers/initial_sync.py
@@ -128,8 +128,8 @@ class InitialSyncHandler(BaseHandler):
 
         tags_by_room = yield self.store.get_tags_for_user(user_id)
 
-        account_data, account_data_by_room = (
-            yield self.store.get_account_data_for_user(user_id)
+        account_data, account_data_by_room = yield self.store.get_account_data_for_user(
+            user_id
         )
 
         public_room_ids = yield self.store.get_public_room_ids()
diff --git a/synapse/handlers/message.py b/synapse/handlers/message.py
index 0d546d2487..d682dc2b7a 100644
--- a/synapse/handlers/message.py
+++ b/synapse/handlers/message.py
@@ -76,9 +76,10 @@ class MessageHandler(object):
         Raises:
             SynapseError if something went wrong.
         """
-        membership, membership_event_id = yield self.auth.check_in_room_or_world_readable(
-            room_id, user_id
-        )
+        (
+            membership,
+            membership_event_id,
+        ) = yield self.auth.check_in_room_or_world_readable(room_id, user_id)
 
         if membership == Membership.JOIN:
             data = yield self.state.get_current_state(room_id, event_type, state_key)
@@ -153,9 +154,10 @@ class MessageHandler(object):
                     % (user_id, room_id, at_token),
                 )
         else:
-            membership, membership_event_id = (
-                yield self.auth.check_in_room_or_world_readable(room_id, user_id)
-            )
+            (
+                membership,
+                membership_event_id,
+            ) = yield self.auth.check_in_room_or_world_readable(room_id, user_id)
 
             if membership == Membership.JOIN:
                 state_ids = yield self.store.get_filtered_current_state_ids(
diff --git a/synapse/handlers/pagination.py b/synapse/handlers/pagination.py
index 6d8b04efe3..260a4351ca 100644
--- a/synapse/handlers/pagination.py
+++ b/synapse/handlers/pagination.py
@@ -214,9 +214,10 @@ class PaginationHandler(object):
         source_config = pagin_config.get_source_config("room")
 
         with (yield self.pagination_lock.read(room_id)):
-            membership, member_event_id = yield self.auth.check_in_room_or_world_readable(
-                room_id, user_id
-            )
+            (
+                membership,
+                member_event_id,
+            ) = yield self.auth.check_in_room_or_world_readable(room_id, user_id)
 
             if source_config.direction == "b":
                 # if we're going backwards, we might need to backfill. This
@@ -299,10 +300,8 @@ class PaginationHandler(object):
         }
 
         if state:
-            chunk["state"] = (
-                yield self._event_serializer.serialize_events(
-                    state, time_now, as_client_event=as_client_event
-                )
+            chunk["state"] = yield self._event_serializer.serialize_events(
+                state, time_now, as_client_event=as_client_event
             )
 
         return chunk
diff --git a/synapse/handlers/register.py b/synapse/handlers/register.py
index 53410f120b..cff6b0d375 100644
--- a/synapse/handlers/register.py
+++ b/synapse/handlers/register.py
@@ -396,8 +396,8 @@ class RegistrationHandler(BaseHandler):
             room_id = room_identifier
         elif RoomAlias.is_valid(room_identifier):
             room_alias = RoomAlias.from_string(room_identifier)
-            room_id, remote_room_hosts = (
-                yield room_member_handler.lookup_room_alias(room_alias)
+            room_id, remote_room_hosts = yield room_member_handler.lookup_room_alias(
+                room_alias
             )
             room_id = room_id.to_string()
         else:
diff --git a/synapse/handlers/room.py b/synapse/handlers/room.py
index 650bd28abb..e92b2eafd5 100644
--- a/synapse/handlers/room.py
+++ b/synapse/handlers/room.py
@@ -129,6 +129,7 @@ class RoomCreationHandler(BaseHandler):
             old_room_id,
             new_version,  # args for _upgrade_room
         )
+
         return ret
 
     @defer.inlineCallbacks
@@ -147,21 +148,22 @@ class RoomCreationHandler(BaseHandler):
 
         # we create and auth the tombstone event before properly creating the new
         # room, to check our user has perms in the old room.
-        tombstone_event, tombstone_context = (
-            yield self.event_creation_handler.create_event(
-                requester,
-                {
-                    "type": EventTypes.Tombstone,
-                    "state_key": "",
-                    "room_id": old_room_id,
-                    "sender": user_id,
-                    "content": {
-                        "body": "This room has been replaced",
-                        "replacement_room": new_room_id,
-                    },
+        (
+            tombstone_event,
+            tombstone_context,
+        ) = yield self.event_creation_handler.create_event(
+            requester,
+            {
+                "type": EventTypes.Tombstone,
+                "state_key": "",
+                "room_id": old_room_id,
+                "sender": user_id,
+                "content": {
+                    "body": "This room has been replaced",
+                    "replacement_room": new_room_id,
                 },
-                token_id=requester.access_token_id,
-            )
+            },
+            token_id=requester.access_token_id,
         )
         old_room_version = yield self.store.get_room_version(old_room_id)
         yield self.auth.check_from_context(
@@ -188,7 +190,12 @@ class RoomCreationHandler(BaseHandler):
             requester, old_room_id, new_room_id, old_room_state
         )
 
-        # and finally, shut down the PLs in the old room, and update them in the new
+        # Copy over user push rules, tags and migrate room directory state
+        yield self.room_member_handler.transfer_room_state_on_room_upgrade(
+            old_room_id, new_room_id
+        )
+
+        # finally, shut down the PLs in the old room, and update them in the new
         # room.
         yield self._update_upgraded_room_pls(
             requester, old_room_id, new_room_id, old_room_state
diff --git a/synapse/handlers/room_member.py b/synapse/handlers/room_member.py
index 380e2fad5e..06d09c2947 100644
--- a/synapse/handlers/room_member.py
+++ b/synapse/handlers/room_member.py
@@ -203,10 +203,6 @@ class RoomMemberHandler(object):
                 prev_member_event = yield self.store.get_event(prev_member_event_id)
                 newly_joined = prev_member_event.membership != Membership.JOIN
             if newly_joined:
-                # Copy over user state if we're joining an upgraded room
-                yield self.copy_user_state_if_room_upgrade(
-                    room_id, requester.user.to_string()
-                )
                 yield self._user_joined_room(target, room_id)
         elif event.membership == Membership.LEAVE:
             if prev_member_event_id:
@@ -455,11 +451,6 @@ class RoomMemberHandler(object):
                     requester, remote_room_hosts, room_id, target, content
                 )
 
-                # Copy over user state if this is a join on an remote upgraded room
-                yield self.copy_user_state_if_room_upgrade(
-                    room_id, requester.user.to_string()
-                )
-
                 return remote_join_response
 
         elif effective_membership_state == Membership.LEAVE:
@@ -498,36 +489,72 @@ class RoomMemberHandler(object):
         return res
 
     @defer.inlineCallbacks
-    def copy_user_state_if_room_upgrade(self, new_room_id, user_id):
-        """Copy user-specific information when they join a new room if that new room is the
+    def transfer_room_state_on_room_upgrade(self, old_room_id, room_id):
+        """Upon our server becoming aware of an upgraded room, either by upgrading a room
+        ourselves or joining one, we can transfer over information from the previous room.
+
+        Copies user state (tags/push rules) for every local user that was in the old room, as
+        well as migrating the room directory state.
+
+        Args:
+            old_room_id (str): The ID of the old room
+
+            room_id (str): The ID of the new room
+
+        Returns:
+            Deferred
+        """
+        # Find all local users that were in the old room and copy over each user's state
+        users = yield self.store.get_users_in_room(old_room_id)
+        yield self.copy_user_state_on_room_upgrade(old_room_id, room_id, users)
+
+        # Add new room to the room directory if the old room was there
+        # Remove old room from the room directory
+        old_room = yield self.store.get_room(old_room_id)
+        if old_room and old_room["is_public"]:
+            yield self.store.set_room_is_public(old_room_id, False)
+            yield self.store.set_room_is_public(room_id, True)
+
+    @defer.inlineCallbacks
+    def copy_user_state_on_room_upgrade(self, old_room_id, new_room_id, user_ids):
+        """Copy user-specific information when they join a new room when that new room is the
         result of a room upgrade
 
         Args:
-            new_room_id (str): The ID of the room the user is joining
-            user_id (str): The ID of the user
+            old_room_id (str): The ID of upgraded room
+            new_room_id (str): The ID of the new room
+            user_ids (Iterable[str]): User IDs to copy state for
 
         Returns:
             Deferred
         """
-        # Check if the new room is an upgraded room
-        predecessor = yield self.store.get_room_predecessor(new_room_id)
-        if not predecessor:
-            return
 
         logger.debug(
-            "Found predecessor for %s: %s. Copying over room tags and push " "rules",
+            "Copying over room tags and push rules from %s to %s for users %s",
+            old_room_id,
             new_room_id,
-            predecessor,
+            user_ids,
         )
 
-        # It is an upgraded room. Copy over old tags
-        yield self.copy_room_tags_and_direct_to_room(
-            predecessor["room_id"], new_room_id, user_id
-        )
-        # Copy over push rules
-        yield self.store.copy_push_rules_from_room_to_room_for_user(
-            predecessor["room_id"], new_room_id, user_id
-        )
+        for user_id in user_ids:
+            try:
+                # It is an upgraded room. Copy over old tags
+                yield self.copy_room_tags_and_direct_to_room(
+                    old_room_id, new_room_id, user_id
+                )
+                # Copy over push rules
+                yield self.store.copy_push_rules_from_room_to_room_for_user(
+                    old_room_id, new_room_id, user_id
+                )
+            except Exception:
+                logger.exception(
+                    "Error copying tags and/or push rules from rooms %s to %s for user %s. "
+                    "Skipping...",
+                    old_room_id,
+                    new_room_id,
+                    user_id,
+                )
+                continue
 
     @defer.inlineCallbacks
     def send_membership_event(self, requester, event, context, ratelimit=True):
@@ -759,22 +786,25 @@ class RoomMemberHandler(object):
         if room_avatar_event:
             room_avatar_url = room_avatar_event.content.get("url", "")
 
-        token, public_keys, fallback_public_key, display_name = (
-            yield self.identity_handler.ask_id_server_for_third_party_invite(
-                requester=requester,
-                id_server=id_server,
-                medium=medium,
-                address=address,
-                room_id=room_id,
-                inviter_user_id=user.to_string(),
-                room_alias=canonical_room_alias,
-                room_avatar_url=room_avatar_url,
-                room_join_rules=room_join_rules,
-                room_name=room_name,
-                inviter_display_name=inviter_display_name,
-                inviter_avatar_url=inviter_avatar_url,
-                id_access_token=id_access_token,
-            )
+        (
+            token,
+            public_keys,
+            fallback_public_key,
+            display_name,
+        ) = yield self.identity_handler.ask_id_server_for_third_party_invite(
+            requester=requester,
+            id_server=id_server,
+            medium=medium,
+            address=address,
+            room_id=room_id,
+            inviter_user_id=user.to_string(),
+            room_alias=canonical_room_alias,
+            room_avatar_url=room_avatar_url,
+            room_join_rules=room_join_rules,
+            room_name=room_name,
+            inviter_display_name=inviter_display_name,
+            inviter_avatar_url=inviter_avatar_url,
+            id_access_token=id_access_token,
         )
 
         yield self.event_creation_handler.create_and_send_nonmember_event(
diff --git a/synapse/handlers/search.py b/synapse/handlers/search.py
index f4d8a60774..56ed262a1f 100644
--- a/synapse/handlers/search.py
+++ b/synapse/handlers/search.py
@@ -396,15 +396,11 @@ class SearchHandler(BaseHandler):
         time_now = self.clock.time_msec()
 
         for context in contexts.values():
-            context["events_before"] = (
-                yield self._event_serializer.serialize_events(
-                    context["events_before"], time_now
-                )
+            context["events_before"] = yield self._event_serializer.serialize_events(
+                context["events_before"], time_now
             )
-            context["events_after"] = (
-                yield self._event_serializer.serialize_events(
-                    context["events_after"], time_now
-                )
+            context["events_after"] = yield self._event_serializer.serialize_events(
+                context["events_after"], time_now
             )
 
         state_results = {}
diff --git a/synapse/handlers/stats.py b/synapse/handlers/stats.py
index 26bc276692..7f7d56390e 100644
--- a/synapse/handlers/stats.py
+++ b/synapse/handlers/stats.py
@@ -108,7 +108,10 @@ class StatsHandler(StateDeltasHandler):
                 user_deltas = {}
 
             # Then count deltas for total_events and total_event_bytes.
-            room_count, user_count = yield self.store.get_changes_room_total_events_and_bytes(
+            (
+                room_count,
+                user_count,
+            ) = yield self.store.get_changes_room_total_events_and_bytes(
                 self.pos, max_pos
             )
 
diff --git a/synapse/handlers/sync.py b/synapse/handlers/sync.py
index 43a082dcda..b536d410e5 100644
--- a/synapse/handlers/sync.py
+++ b/synapse/handlers/sync.py
@@ -1206,10 +1206,11 @@ class SyncHandler(object):
         since_token = sync_result_builder.since_token
 
         if since_token and not sync_result_builder.full_state:
-            account_data, account_data_by_room = (
-                yield self.store.get_updated_account_data_for_user(
-                    user_id, since_token.account_data_key
-                )
+            (
+                account_data,
+                account_data_by_room,
+            ) = yield self.store.get_updated_account_data_for_user(
+                user_id, since_token.account_data_key
             )
 
             push_rules_changed = yield self.store.have_push_rules_changed_for_user(
@@ -1221,9 +1222,10 @@ class SyncHandler(object):
                     sync_config.user
                 )
         else:
-            account_data, account_data_by_room = (
-                yield self.store.get_account_data_for_user(sync_config.user.to_string())
-            )
+            (
+                account_data,
+                account_data_by_room,
+            ) = yield self.store.get_account_data_for_user(sync_config.user.to_string())
 
             account_data["m.push_rules"] = yield self.push_rules_for_user(
                 sync_config.user
diff --git a/synapse/handlers/ui_auth/checkers.py b/synapse/handlers/ui_auth/checkers.py
index 29aa1e5aaf..8363d887a9 100644
--- a/synapse/handlers/ui_auth/checkers.py
+++ b/synapse/handlers/ui_auth/checkers.py
@@ -81,7 +81,7 @@ class RecaptchaAuthChecker(UserInteractiveAuthChecker):
     def __init__(self, hs):
         super().__init__(hs)
         self._enabled = bool(hs.config.recaptcha_private_key)
-        self._http_client = hs.get_simple_http_client()
+        self._http_client = hs.get_proxied_http_client()
         self._url = hs.config.recaptcha_siteverify_api
         self._secret = hs.config.recaptcha_private_key
 
diff --git a/synapse/http/client.py b/synapse/http/client.py
index 2df5b383b5..d4c285445e 100644
--- a/synapse/http/client.py
+++ b/synapse/http/client.py
@@ -45,6 +45,7 @@ from synapse.http import (
     cancelled_to_request_timed_out_error,
     redact_uri,
 )
+from synapse.http.proxyagent import ProxyAgent
 from synapse.logging.context import make_deferred_yieldable
 from synapse.logging.opentracing import set_tag, start_active_span, tags
 from synapse.util.async_helpers import timeout_deferred
@@ -183,7 +184,15 @@ class SimpleHttpClient(object):
     using HTTP in Matrix
     """
 
-    def __init__(self, hs, treq_args={}, ip_whitelist=None, ip_blacklist=None):
+    def __init__(
+        self,
+        hs,
+        treq_args={},
+        ip_whitelist=None,
+        ip_blacklist=None,
+        http_proxy=None,
+        https_proxy=None,
+    ):
         """
         Args:
             hs (synapse.server.HomeServer)
@@ -192,6 +201,8 @@ class SimpleHttpClient(object):
                 we may not request.
             ip_whitelist (netaddr.IPSet): The whitelisted IP addresses, that we can
                request if it were otherwise caught in a blacklist.
+            http_proxy (bytes): proxy server to use for http connections. host[:port]
+            https_proxy (bytes): proxy server to use for https connections. host[:port]
         """
         self.hs = hs
 
@@ -236,11 +247,13 @@ class SimpleHttpClient(object):
         # The default context factory in Twisted 14.0.0 (which we require) is
         # BrowserLikePolicyForHTTPS which will do regular cert validation
         # 'like a browser'
-        self.agent = Agent(
+        self.agent = ProxyAgent(
             self.reactor,
             connectTimeout=15,
             contextFactory=self.hs.get_http_client_context_factory(),
             pool=pool,
+            http_proxy=http_proxy,
+            https_proxy=https_proxy,
         )
 
         if self._ip_blacklist:
diff --git a/synapse/http/connectproxyclient.py b/synapse/http/connectproxyclient.py
new file mode 100644
index 0000000000..be7b2ceb8e
--- /dev/null
+++ b/synapse/http/connectproxyclient.py
@@ -0,0 +1,195 @@
+# -*- coding: utf-8 -*-
+# Copyright 2019 The Matrix.org Foundation C.I.C.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+
+import logging
+
+from zope.interface import implementer
+
+from twisted.internet import defer, protocol
+from twisted.internet.error import ConnectError
+from twisted.internet.interfaces import IStreamClientEndpoint
+from twisted.internet.protocol import connectionDone
+from twisted.web import http
+
+logger = logging.getLogger(__name__)
+
+
+class ProxyConnectError(ConnectError):
+    pass
+
+
+@implementer(IStreamClientEndpoint)
+class HTTPConnectProxyEndpoint(object):
+    """An Endpoint implementation which will send a CONNECT request to an http proxy
+
+    Wraps an existing HostnameEndpoint for the proxy.
+
+    When we get the connect() request from the connection pool (via the TLS wrapper),
+    we'll first connect to the proxy endpoint with a ProtocolFactory which will make the
+    CONNECT request. Once that completes, we invoke the protocolFactory which was passed
+    in.
+
+    Args:
+        reactor: the Twisted reactor to use for the connection
+        proxy_endpoint (IStreamClientEndpoint): the endpoint to use to connect to the
+            proxy
+        host (bytes): hostname that we want to CONNECT to
+        port (int): port that we want to connect to
+    """
+
+    def __init__(self, reactor, proxy_endpoint, host, port):
+        self._reactor = reactor
+        self._proxy_endpoint = proxy_endpoint
+        self._host = host
+        self._port = port
+
+    def __repr__(self):
+        return "<HTTPConnectProxyEndpoint %s>" % (self._proxy_endpoint,)
+
+    def connect(self, protocolFactory):
+        f = HTTPProxiedClientFactory(self._host, self._port, protocolFactory)
+        d = self._proxy_endpoint.connect(f)
+        # once the tcp socket connects successfully, we need to wait for the
+        # CONNECT to complete.
+        d.addCallback(lambda conn: f.on_connection)
+        return d
+
+
+class HTTPProxiedClientFactory(protocol.ClientFactory):
+    """ClientFactory wrapper that triggers an HTTP proxy CONNECT on connect.
+
+    Once the CONNECT completes, invokes the original ClientFactory to build the
+    HTTP Protocol object and run the rest of the connection.
+
+    Args:
+        dst_host (bytes): hostname that we want to CONNECT to
+        dst_port (int): port that we want to connect to
+        wrapped_factory (protocol.ClientFactory): The original Factory
+    """
+
+    def __init__(self, dst_host, dst_port, wrapped_factory):
+        self.dst_host = dst_host
+        self.dst_port = dst_port
+        self.wrapped_factory = wrapped_factory
+        self.on_connection = defer.Deferred()
+
+    def startedConnecting(self, connector):
+        return self.wrapped_factory.startedConnecting(connector)
+
+    def buildProtocol(self, addr):
+        wrapped_protocol = self.wrapped_factory.buildProtocol(addr)
+
+        return HTTPConnectProtocol(
+            self.dst_host, self.dst_port, wrapped_protocol, self.on_connection
+        )
+
+    def clientConnectionFailed(self, connector, reason):
+        logger.debug("Connection to proxy failed: %s", reason)
+        if not self.on_connection.called:
+            self.on_connection.errback(reason)
+        return self.wrapped_factory.clientConnectionFailed(connector, reason)
+
+    def clientConnectionLost(self, connector, reason):
+        logger.debug("Connection to proxy lost: %s", reason)
+        if not self.on_connection.called:
+            self.on_connection.errback(reason)
+        return self.wrapped_factory.clientConnectionLost(connector, reason)
+
+
+class HTTPConnectProtocol(protocol.Protocol):
+    """Protocol that wraps an existing Protocol to do a CONNECT handshake at connect
+
+    Args:
+        host (bytes): The original HTTP(s) hostname or IPv4 or IPv6 address literal
+            to put in the CONNECT request
+
+        port (int): The original HTTP(s) port to put in the CONNECT request
+
+        wrapped_protocol (interfaces.IProtocol): the original protocol (probably
+            HTTPChannel or TLSMemoryBIOProtocol, but could be anything really)
+
+        connected_deferred (Deferred): a Deferred which will be callbacked with
+            wrapped_protocol when the CONNECT completes
+    """
+
+    def __init__(self, host, port, wrapped_protocol, connected_deferred):
+        self.host = host
+        self.port = port
+        self.wrapped_protocol = wrapped_protocol
+        self.connected_deferred = connected_deferred
+        self.http_setup_client = HTTPConnectSetupClient(self.host, self.port)
+        self.http_setup_client.on_connected.addCallback(self.proxyConnected)
+
+    def connectionMade(self):
+        self.http_setup_client.makeConnection(self.transport)
+
+    def connectionLost(self, reason=connectionDone):
+        if self.wrapped_protocol.connected:
+            self.wrapped_protocol.connectionLost(reason)
+
+        self.http_setup_client.connectionLost(reason)
+
+        if not self.connected_deferred.called:
+            self.connected_deferred.errback(reason)
+
+    def proxyConnected(self, _):
+        self.wrapped_protocol.makeConnection(self.transport)
+
+        self.connected_deferred.callback(self.wrapped_protocol)
+
+        # Get any pending data from the http buf and forward it to the original protocol
+        buf = self.http_setup_client.clearLineBuffer()
+        if buf:
+            self.wrapped_protocol.dataReceived(buf)
+
+    def dataReceived(self, data):
+        # if we've set up the HTTP protocol, we can send the data there
+        if self.wrapped_protocol.connected:
+            return self.wrapped_protocol.dataReceived(data)
+
+        # otherwise, we must still be setting up the connection: send the data to the
+        # setup client
+        return self.http_setup_client.dataReceived(data)
+
+
+class HTTPConnectSetupClient(http.HTTPClient):
+    """HTTPClient protocol to send a CONNECT message for proxies and read the response.
+
+    Args:
+        host (bytes): The hostname to send in the CONNECT message
+        port (int): The port to send in the CONNECT message
+    """
+
+    def __init__(self, host, port):
+        self.host = host
+        self.port = port
+        self.on_connected = defer.Deferred()
+
+    def connectionMade(self):
+        logger.debug("Connected to proxy, sending CONNECT")
+        self.sendCommand(b"CONNECT", b"%s:%d" % (self.host, self.port))
+        self.endHeaders()
+
+    def handleStatus(self, version, status, message):
+        logger.debug("Got Status: %s %s %s", status, message, version)
+        if status != b"200":
+            raise ProxyConnectError("Unexpected status on CONNECT: %s" % status)
+
+    def handleEndHeaders(self):
+        logger.debug("End Headers")
+        self.on_connected.callback(None)
+
+    def handleResponse(self, body):
+        pass
diff --git a/synapse/http/proxyagent.py b/synapse/http/proxyagent.py
new file mode 100644
index 0000000000..332da02a8d
--- /dev/null
+++ b/synapse/http/proxyagent.py
@@ -0,0 +1,195 @@
+# -*- coding: utf-8 -*-
+# Copyright 2019 The Matrix.org Foundation C.I.C.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+import logging
+import re
+
+from zope.interface import implementer
+
+from twisted.internet import defer
+from twisted.internet.endpoints import HostnameEndpoint, wrapClientTLS
+from twisted.python.failure import Failure
+from twisted.web.client import URI, BrowserLikePolicyForHTTPS, _AgentBase
+from twisted.web.error import SchemeNotSupported
+from twisted.web.iweb import IAgent
+
+from synapse.http.connectproxyclient import HTTPConnectProxyEndpoint
+
+logger = logging.getLogger(__name__)
+
+_VALID_URI = re.compile(br"\A[\x21-\x7e]+\Z")
+
+
+@implementer(IAgent)
+class ProxyAgent(_AgentBase):
+    """An Agent implementation which will use an HTTP proxy if one was requested
+
+    Args:
+        reactor: twisted reactor to place outgoing
+            connections.
+
+        contextFactory (IPolicyForHTTPS): A factory for TLS contexts, to control the
+            verification parameters of OpenSSL.  The default is to use a
+            `BrowserLikePolicyForHTTPS`, so unless you have special
+            requirements you can leave this as-is.
+
+        connectTimeout (float): The amount of time that this Agent will wait
+            for the peer to accept a connection.
+
+        bindAddress (bytes): The local address for client sockets to bind to.
+
+        pool (HTTPConnectionPool|None): connection pool to be used. If None, a
+            non-persistent pool instance will be created.
+    """
+
+    def __init__(
+        self,
+        reactor,
+        contextFactory=BrowserLikePolicyForHTTPS(),
+        connectTimeout=None,
+        bindAddress=None,
+        pool=None,
+        http_proxy=None,
+        https_proxy=None,
+    ):
+        _AgentBase.__init__(self, reactor, pool)
+
+        self._endpoint_kwargs = {}
+        if connectTimeout is not None:
+            self._endpoint_kwargs["timeout"] = connectTimeout
+        if bindAddress is not None:
+            self._endpoint_kwargs["bindAddress"] = bindAddress
+
+        self.http_proxy_endpoint = _http_proxy_endpoint(
+            http_proxy, reactor, **self._endpoint_kwargs
+        )
+
+        self.https_proxy_endpoint = _http_proxy_endpoint(
+            https_proxy, reactor, **self._endpoint_kwargs
+        )
+
+        self._policy_for_https = contextFactory
+        self._reactor = reactor
+
+    def request(self, method, uri, headers=None, bodyProducer=None):
+        """
+        Issue a request to the server indicated by the given uri.
+
+        Supports `http` and `https` schemes.
+
+        An existing connection from the connection pool may be used or a new one may be
+        created.
+
+        See also: twisted.web.iweb.IAgent.request
+
+        Args:
+            method (bytes): The request method to use, such as `GET`, `POST`, etc
+
+            uri (bytes): The location of the resource to request.
+
+            headers (Headers|None): Extra headers to send with the request
+
+            bodyProducer (IBodyProducer|None): An object which can generate bytes to
+                make up the body of this request (for example, the properly encoded
+                contents of a file for a file upload). Or, None if the request is to
+                have no body.
+
+        Returns:
+            Deferred[IResponse]: completes when the header of the response has
+                 been received (regardless of the response status code).
+        """
+        uri = uri.strip()
+        if not _VALID_URI.match(uri):
+            raise ValueError("Invalid URI {!r}".format(uri))
+
+        parsed_uri = URI.fromBytes(uri)
+        pool_key = (parsed_uri.scheme, parsed_uri.host, parsed_uri.port)
+        request_path = parsed_uri.originForm
+
+        if parsed_uri.scheme == b"http" and self.http_proxy_endpoint:
+            # Cache *all* connections under the same key, since we are only
+            # connecting to a single destination, the proxy:
+            pool_key = ("http-proxy", self.http_proxy_endpoint)
+            endpoint = self.http_proxy_endpoint
+            request_path = uri
+        elif parsed_uri.scheme == b"https" and self.https_proxy_endpoint:
+            endpoint = HTTPConnectProxyEndpoint(
+                self._reactor,
+                self.https_proxy_endpoint,
+                parsed_uri.host,
+                parsed_uri.port,
+            )
+        else:
+            # not using a proxy
+            endpoint = HostnameEndpoint(
+                self._reactor, parsed_uri.host, parsed_uri.port, **self._endpoint_kwargs
+            )
+
+        logger.debug("Requesting %s via %s", uri, endpoint)
+
+        if parsed_uri.scheme == b"https":
+            tls_connection_creator = self._policy_for_https.creatorForNetloc(
+                parsed_uri.host, parsed_uri.port
+            )
+            endpoint = wrapClientTLS(tls_connection_creator, endpoint)
+        elif parsed_uri.scheme == b"http":
+            pass
+        else:
+            return defer.fail(
+                Failure(
+                    SchemeNotSupported("Unsupported scheme: %r" % (parsed_uri.scheme,))
+                )
+            )
+
+        return self._requestWithEndpoint(
+            pool_key, endpoint, method, parsed_uri, headers, bodyProducer, request_path
+        )
+
+
+def _http_proxy_endpoint(proxy, reactor, **kwargs):
+    """Parses an http proxy setting and returns an endpoint for the proxy
+
+    Args:
+        proxy (bytes|None):  the proxy setting
+        reactor: reactor to be used to connect to the proxy
+        kwargs: other args to be passed to HostnameEndpoint
+
+    Returns:
+        interfaces.IStreamClientEndpoint|None: endpoint to use to connect to the proxy,
+            or None
+    """
+    if proxy is None:
+        return None
+
+    # currently we only support hostname:port. Some apps also support
+    # protocol://<host>[:port], which allows a way of requiring a TLS connection to the
+    # proxy.
+
+    host, port = parse_host_port(proxy, default_port=1080)
+    return HostnameEndpoint(reactor, host, port, **kwargs)
+
+
+def parse_host_port(hostport, default_port=None):
+    # could have sworn we had one of these somewhere else...
+    if b":" in hostport:
+        host, port = hostport.rsplit(b":", 1)
+        try:
+            port = int(port)
+            return host, port
+        except ValueError:
+            # the thing after the : wasn't a valid port; presumably this is an
+            # IPv6 address.
+            pass
+
+    return hostport, default_port
diff --git a/synapse/logging/_structured.py b/synapse/logging/_structured.py
index 3220e985a9..334ddaf39a 100644
--- a/synapse/logging/_structured.py
+++ b/synapse/logging/_structured.py
@@ -185,7 +185,7 @@ DEFAULT_LOGGERS = {"synapse": {"level": "INFO"}}
 
 
 def parse_drain_configs(
-    drains: dict
+    drains: dict,
 ) -> typing.Generator[DrainConfiguration, None, None]:
     """
     Parse the drain configurations.
diff --git a/synapse/push/bulk_push_rule_evaluator.py b/synapse/push/bulk_push_rule_evaluator.py
index 2bbdd11941..1ba7bcd4d8 100644
--- a/synapse/push/bulk_push_rule_evaluator.py
+++ b/synapse/push/bulk_push_rule_evaluator.py
@@ -149,9 +149,10 @@ class BulkPushRuleEvaluator(object):
 
         room_members = yield self.store.get_joined_users_from_context(event, context)
 
-        (power_levels, sender_power_level) = (
-            yield self._get_power_levels_and_sender_level(event, context)
-        )
+        (
+            power_levels,
+            sender_power_level,
+        ) = yield self._get_power_levels_and_sender_level(event, context)
 
         evaluator = PushRuleEvaluatorForEvent(
             event, len(room_members), sender_power_level, power_levels
diff --git a/synapse/push/emailpusher.py b/synapse/push/emailpusher.py
index 42e5b0c0a5..8c818a86bf 100644
--- a/synapse/push/emailpusher.py
+++ b/synapse/push/emailpusher.py
@@ -234,14 +234,12 @@ class EmailPusher(object):
             return
 
         self.last_stream_ordering = last_stream_ordering
-        pusher_still_exists = (
-            yield self.store.update_pusher_last_stream_ordering_and_success(
-                self.app_id,
-                self.email,
-                self.user_id,
-                last_stream_ordering,
-                self.clock.time_msec(),
-            )
+        pusher_still_exists = yield self.store.update_pusher_last_stream_ordering_and_success(
+            self.app_id,
+            self.email,
+            self.user_id,
+            last_stream_ordering,
+            self.clock.time_msec(),
         )
         if not pusher_still_exists:
             # The pusher has been deleted while we were processing, so
diff --git a/synapse/push/httppusher.py b/synapse/push/httppusher.py
index 9a1bb64887..e994037be6 100644
--- a/synapse/push/httppusher.py
+++ b/synapse/push/httppusher.py
@@ -103,7 +103,7 @@ class HttpPusher(object):
         if "url" not in self.data:
             raise PusherConfigException("'url' required in data for HTTP pusher")
         self.url = self.data["url"]
-        self.http_client = hs.get_simple_http_client()
+        self.http_client = hs.get_proxied_http_client()
         self.data_minus_url = {}
         self.data_minus_url.update(self.data)
         del self.data_minus_url["url"]
@@ -211,14 +211,12 @@ class HttpPusher(object):
                 http_push_processed_counter.inc()
                 self.backoff_delay = HttpPusher.INITIAL_BACKOFF_SEC
                 self.last_stream_ordering = push_action["stream_ordering"]
-                pusher_still_exists = (
-                    yield self.store.update_pusher_last_stream_ordering_and_success(
-                        self.app_id,
-                        self.pushkey,
-                        self.user_id,
-                        self.last_stream_ordering,
-                        self.clock.time_msec(),
-                    )
+                pusher_still_exists = yield self.store.update_pusher_last_stream_ordering_and_success(
+                    self.app_id,
+                    self.pushkey,
+                    self.user_id,
+                    self.last_stream_ordering,
+                    self.clock.time_msec(),
                 )
                 if not pusher_still_exists:
                     # The pusher has been deleted while we were processing, so
diff --git a/synapse/push/pusherpool.py b/synapse/push/pusherpool.py
index 08e840fdc2..0f6992202d 100644
--- a/synapse/push/pusherpool.py
+++ b/synapse/push/pusherpool.py
@@ -103,9 +103,7 @@ class PusherPool:
         # create the pusher setting last_stream_ordering to the current maximum
         # stream ordering in event_push_actions, so it will process
         # pushes from this point onwards.
-        last_stream_ordering = (
-            yield self.store.get_latest_push_action_stream_ordering()
-        )
+        last_stream_ordering = yield self.store.get_latest_push_action_stream_ordering()
 
         yield self.store.add_pusher(
             user_id=user_id,
diff --git a/synapse/replication/slave/storage/_base.py b/synapse/replication/slave/storage/_base.py
index 182cb2a1d8..456bc005a0 100644
--- a/synapse/replication/slave/storage/_base.py
+++ b/synapse/replication/slave/storage/_base.py
@@ -14,6 +14,7 @@
 # limitations under the License.
 
 import logging
+from typing import Dict
 
 import six
 
@@ -44,7 +45,14 @@ class BaseSlavedStore(SQLBaseStore):
 
         self.hs = hs
 
-    def stream_positions(self):
+    def stream_positions(self) -> Dict[str, int]:
+        """
+        Get the current positions of all the streams this store wants to subscribe to
+
+        Returns:
+            map from stream name to the most recent update we have for
+            that stream (ie, the point we want to start replicating from)
+        """
         pos = {}
         if self._cache_id_gen:
             pos["caches"] = self._cache_id_gen.get_current_token()
diff --git a/synapse/replication/slave/storage/devices.py b/synapse/replication/slave/storage/devices.py
index 61557665a7..de50748c30 100644
--- a/synapse/replication/slave/storage/devices.py
+++ b/synapse/replication/slave/storage/devices.py
@@ -15,6 +15,7 @@
 
 from synapse.replication.slave.storage._base import BaseSlavedStore
 from synapse.replication.slave.storage._slaved_id_tracker import SlavedIdTracker
+from synapse.replication.tcp.streams._base import DeviceListsStream, UserSignatureStream
 from synapse.storage.data_stores.main.devices import DeviceWorkerStore
 from synapse.storage.data_stores.main.end_to_end_keys import EndToEndKeyWorkerStore
 from synapse.util.caches.stream_change_cache import StreamChangeCache
@@ -42,14 +43,22 @@ class SlavedDeviceStore(EndToEndKeyWorkerStore, DeviceWorkerStore, BaseSlavedSto
 
     def stream_positions(self):
         result = super(SlavedDeviceStore, self).stream_positions()
-        result["device_lists"] = self._device_list_id_gen.get_current_token()
+        # The user signature stream uses the same stream ID generator as the
+        # device list stream, so set them both to the device list ID
+        # generator's current token.
+        current_token = self._device_list_id_gen.get_current_token()
+        result[DeviceListsStream.NAME] = current_token
+        result[UserSignatureStream.NAME] = current_token
         return result
 
     def process_replication_rows(self, stream_name, token, rows):
-        if stream_name == "device_lists":
+        if stream_name == DeviceListsStream.NAME:
             self._device_list_id_gen.advance(token)
             for row in rows:
                 self._invalidate_caches_for_devices(token, row.user_id, row.destination)
+        elif stream_name == UserSignatureStream.NAME:
+            for row in rows:
+                self._user_signature_stream_cache.entity_has_changed(row.user_id, token)
         return super(SlavedDeviceStore, self).process_replication_rows(
             stream_name, token, rows
         )
diff --git a/synapse/replication/tcp/client.py b/synapse/replication/tcp/client.py
index 563ce0fc53..fead78388c 100644
--- a/synapse/replication/tcp/client.py
+++ b/synapse/replication/tcp/client.py
@@ -16,10 +16,17 @@
 """
 
 import logging
+from typing import Dict
 
 from twisted.internet import defer
 from twisted.internet.protocol import ReconnectingClientFactory
 
+from synapse.replication.slave.storage._base import BaseSlavedStore
+from synapse.replication.tcp.protocol import (
+    AbstractReplicationClientHandler,
+    ClientReplicationStreamProtocol,
+)
+
 from .commands import (
     FederationAckCommand,
     InvalidateCacheCommand,
@@ -27,7 +34,6 @@ from .commands import (
     UserIpCommand,
     UserSyncCommand,
 )
-from .protocol import ClientReplicationStreamProtocol
 
 logger = logging.getLogger(__name__)
 
@@ -42,7 +48,7 @@ class ReplicationClientFactory(ReconnectingClientFactory):
 
     maxDelay = 30  # Try at least once every N seconds
 
-    def __init__(self, hs, client_name, handler):
+    def __init__(self, hs, client_name, handler: AbstractReplicationClientHandler):
         self.client_name = client_name
         self.handler = handler
         self.server_name = hs.config.server_name
@@ -68,13 +74,13 @@ class ReplicationClientFactory(ReconnectingClientFactory):
         ReconnectingClientFactory.clientConnectionFailed(self, connector, reason)
 
 
-class ReplicationClientHandler(object):
+class ReplicationClientHandler(AbstractReplicationClientHandler):
     """A base handler that can be passed to the ReplicationClientFactory.
 
     By default proxies incoming replication data to the SlaveStore.
     """
 
-    def __init__(self, store):
+    def __init__(self, store: BaseSlavedStore):
         self.store = store
 
         # The current connection. None if we are currently (re)connecting
@@ -138,11 +144,13 @@ class ReplicationClientHandler(object):
         if d:
             d.callback(data)
 
-    def get_streams_to_replicate(self):
+    def get_streams_to_replicate(self) -> Dict[str, int]:
         """Called when a new connection has been established and we need to
         subscribe to streams.
 
-        Returns a dictionary of stream name to token.
+        Returns:
+            map from stream name to the most recent update we have for
+            that stream (ie, the point we want to start replicating from)
         """
         args = self.store.stream_positions()
         user_account_data = args.pop("user_account_data", None)
diff --git a/synapse/replication/tcp/protocol.py b/synapse/replication/tcp/protocol.py
index b64f3f44b5..afaf002fe6 100644
--- a/synapse/replication/tcp/protocol.py
+++ b/synapse/replication/tcp/protocol.py
@@ -48,7 +48,7 @@ indicate which side is sending, these are *not* included on the wire::
     > ERROR server stopping
     * connection closed by server *
 """
-
+import abc
 import fcntl
 import logging
 import struct
@@ -65,6 +65,7 @@ from twisted.python.failure import Failure
 from synapse.logging.context import make_deferred_yieldable, run_in_background
 from synapse.metrics import LaterGauge
 from synapse.metrics.background_process_metrics import run_as_background_process
+from synapse.util import Clock
 from synapse.util.stringutils import random_string
 
 from .commands import (
@@ -558,11 +559,80 @@ class ServerReplicationStreamProtocol(BaseReplicationStreamProtocol):
         self.streamer.lost_connection(self)
 
 
+class AbstractReplicationClientHandler(metaclass=abc.ABCMeta):
+    """
+    The interface for the handler that should be passed to
+    ClientReplicationStreamProtocol
+    """
+
+    @abc.abstractmethod
+    def on_rdata(self, stream_name, token, rows):
+        """Called to handle a batch of replication data with a given stream token.
+
+        Args:
+            stream_name (str): name of the replication stream for this batch of rows
+            token (int): stream token for this batch of rows
+            rows (list): a list of Stream.ROW_TYPE objects as returned by
+                Stream.parse_row.
+
+        Returns:
+            Deferred|None
+        """
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def on_position(self, stream_name, token):
+        """Called when we get new position data."""
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def on_sync(self, data):
+        """Called when get a new SYNC command."""
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def get_streams_to_replicate(self):
+        """Called when a new connection has been established and we need to
+        subscribe to streams.
+
+        Returns:
+            map from stream name to the most recent update we have for
+            that stream (ie, the point we want to start replicating from)
+        """
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def get_currently_syncing_users(self):
+        """Get the list of currently syncing users (if any). This is called
+        when a connection has been established and we need to send the
+        currently syncing users."""
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def update_connection(self, connection):
+        """Called when a connection has been established (or lost with None).
+        """
+        raise NotImplementedError()
+
+    @abc.abstractmethod
+    def finished_connecting(self):
+        """Called when we have successfully subscribed and caught up to all
+        streams we're interested in.
+        """
+        raise NotImplementedError()
+
+
 class ClientReplicationStreamProtocol(BaseReplicationStreamProtocol):
     VALID_INBOUND_COMMANDS = VALID_SERVER_COMMANDS
     VALID_OUTBOUND_COMMANDS = VALID_CLIENT_COMMANDS
 
-    def __init__(self, client_name, server_name, clock, handler):
+    def __init__(
+        self,
+        client_name: str,
+        server_name: str,
+        clock: Clock,
+        handler: AbstractReplicationClientHandler,
+    ):
         BaseReplicationStreamProtocol.__init__(self, clock)
 
         self.client_name = client_name
diff --git a/synapse/replication/tcp/streams/__init__.py b/synapse/replication/tcp/streams/__init__.py
index 634f636dc9..5f52264e84 100644
--- a/synapse/replication/tcp/streams/__init__.py
+++ b/synapse/replication/tcp/streams/__init__.py
@@ -45,5 +45,6 @@ STREAMS_MAP = {
         _base.TagAccountDataStream,
         _base.AccountDataStream,
         _base.GroupServerStream,
+        _base.UserSignatureStream,
     )
 }
diff --git a/synapse/replication/tcp/streams/_base.py b/synapse/replication/tcp/streams/_base.py
index f03111c259..9e45429d49 100644
--- a/synapse/replication/tcp/streams/_base.py
+++ b/synapse/replication/tcp/streams/_base.py
@@ -95,6 +95,7 @@ GroupsStreamRow = namedtuple(
     "GroupsStreamRow",
     ("group_id", "user_id", "type", "content"),  # str  # str  # str  # dict
 )
+UserSignatureStreamRow = namedtuple("UserSignatureStreamRow", ("user_id"))  # str
 
 
 class Stream(object):
@@ -438,3 +439,20 @@ class GroupServerStream(Stream):
         self.update_function = store.get_all_groups_changes
 
         super(GroupServerStream, self).__init__(hs)
+
+
+class UserSignatureStream(Stream):
+    """A user has signed their own device with their user-signing key
+    """
+
+    NAME = "user_signature"
+    _LIMITED = False
+    ROW_TYPE = UserSignatureStreamRow
+
+    def __init__(self, hs):
+        store = hs.get_datastore()
+
+        self.current_token = store.get_device_stream_token
+        self.update_function = store.get_all_user_signature_changes_for_remotes
+
+        super(UserSignatureStream, self).__init__(hs)
diff --git a/synapse/rest/client/v1/login.py b/synapse/rest/client/v1/login.py
index 39a5c5e9de..24a0ce74f2 100644
--- a/synapse/rest/client/v1/login.py
+++ b/synapse/rest/client/v1/login.py
@@ -203,10 +203,11 @@ class LoginRestServlet(RestServlet):
                 address = address.lower()
 
             # Check for login providers that support 3pid login types
-            canonical_user_id, callback_3pid = (
-                yield self.auth_handler.check_password_provider_3pid(
-                    medium, address, login_submission["password"]
-                )
+            (
+                canonical_user_id,
+                callback_3pid,
+            ) = yield self.auth_handler.check_password_provider_3pid(
+                medium, address, login_submission["password"]
             )
             if canonical_user_id:
                 # Authentication through password provider and 3pid succeeded
@@ -280,8 +281,8 @@ class LoginRestServlet(RestServlet):
     def do_token_login(self, login_submission):
         token = login_submission["token"]
         auth_handler = self.auth_handler
-        user_id = (
-            yield auth_handler.validate_short_term_login_token_and_get_user_id(token)
+        user_id = yield auth_handler.validate_short_term_login_token_and_get_user_id(
+            token
         )
 
         result = yield self._register_device_with_callback(user_id, login_submission)
@@ -380,7 +381,7 @@ class CasTicketServlet(RestServlet):
         self.cas_displayname_attribute = hs.config.cas_displayname_attribute
         self.cas_required_attributes = hs.config.cas_required_attributes
         self._sso_auth_handler = SSOAuthHandler(hs)
-        self._http_client = hs.get_simple_http_client()
+        self._http_client = hs.get_proxied_http_client()
 
     @defer.inlineCallbacks
     def on_GET(self, request):
diff --git a/synapse/rest/client/v2_alpha/account.py b/synapse/rest/client/v2_alpha/account.py
index 332d7138b1..f26eae794c 100644
--- a/synapse/rest/client/v2_alpha/account.py
+++ b/synapse/rest/client/v2_alpha/account.py
@@ -148,7 +148,7 @@ class PasswordResetSubmitTokenServlet(RestServlet):
         self.clock = hs.get_clock()
         self.store = hs.get_datastore()
         if self.config.threepid_behaviour_email == ThreepidBehaviour.LOCAL:
-            self.failure_email_template, = load_jinja2_templates(
+            (self.failure_email_template,) = load_jinja2_templates(
                 self.config.email_template_dir,
                 [self.config.email_password_reset_template_failure_html],
             )
@@ -479,7 +479,7 @@ class AddThreepidEmailSubmitTokenServlet(RestServlet):
         self.clock = hs.get_clock()
         self.store = hs.get_datastore()
         if self.config.threepid_behaviour_email == ThreepidBehaviour.LOCAL:
-            self.failure_email_template, = load_jinja2_templates(
+            (self.failure_email_template,) = load_jinja2_templates(
                 self.config.email_template_dir,
                 [self.config.email_add_threepid_template_failure_html],
             )
diff --git a/synapse/rest/client/v2_alpha/register.py b/synapse/rest/client/v2_alpha/register.py
index 6c7d25d411..91db923814 100644
--- a/synapse/rest/client/v2_alpha/register.py
+++ b/synapse/rest/client/v2_alpha/register.py
@@ -247,13 +247,13 @@ class RegistrationSubmitTokenServlet(RestServlet):
         self.store = hs.get_datastore()
 
         if self.config.threepid_behaviour_email == ThreepidBehaviour.LOCAL:
-            self.failure_email_template, = load_jinja2_templates(
+            (self.failure_email_template,) = load_jinja2_templates(
                 self.config.email_template_dir,
                 [self.config.email_registration_template_failure_html],
             )
 
         if self.config.threepid_behaviour_email == ThreepidBehaviour.LOCAL:
-            self.failure_email_template, = load_jinja2_templates(
+            (self.failure_email_template,) = load_jinja2_templates(
                 self.config.email_template_dir,
                 [self.config.email_registration_template_failure_html],
             )
diff --git a/synapse/rest/client/versions.py b/synapse/rest/client/versions.py
index 1044ae7b4e..bb30ce3f34 100644
--- a/synapse/rest/client/versions.py
+++ b/synapse/rest/client/versions.py
@@ -65,6 +65,9 @@ class VersionsRestServlet(RestServlet):
                     "m.require_identity_server": False,
                     # as per MSC2290
                     "m.separate_add_and_bind": True,
+                    # Implements support for label-based filtering as described in
+                    # MSC2326.
+                    "org.matrix.label_based_filtering": True,
                 },
             },
         )
diff --git a/synapse/rest/key/v2/remote_key_resource.py b/synapse/rest/key/v2/remote_key_resource.py
index 55580bc59e..e7fc3f0431 100644
--- a/synapse/rest/key/v2/remote_key_resource.py
+++ b/synapse/rest/key/v2/remote_key_resource.py
@@ -102,7 +102,7 @@ class RemoteKey(DirectServeResource):
     @wrap_json_request_handler
     async def _async_render_GET(self, request):
         if len(request.postpath) == 1:
-            server, = request.postpath
+            (server,) = request.postpath
             query = {server.decode("ascii"): {}}
         elif len(request.postpath) == 2:
             server, key_id = request.postpath
diff --git a/synapse/rest/media/v1/preview_url_resource.py b/synapse/rest/media/v1/preview_url_resource.py
index 5a25b6b3fc..531d923f76 100644
--- a/synapse/rest/media/v1/preview_url_resource.py
+++ b/synapse/rest/media/v1/preview_url_resource.py
@@ -74,6 +74,8 @@ class PreviewUrlResource(DirectServeResource):
             treq_args={"browser_like_redirects": True},
             ip_whitelist=hs.config.url_preview_ip_range_whitelist,
             ip_blacklist=hs.config.url_preview_ip_range_blacklist,
+            http_proxy=os.getenv("http_proxy"),
+            https_proxy=os.getenv("HTTPS_PROXY"),
         )
         self.media_repo = media_repo
         self.primary_base_path = media_repo.primary_base_path
diff --git a/synapse/server.py b/synapse/server.py
index 0b81af646c..f8aeebcff8 100644
--- a/synapse/server.py
+++ b/synapse/server.py
@@ -23,6 +23,7 @@
 # Imports required for the default HomeServer() implementation
 import abc
 import logging
+import os
 
 from twisted.enterprise import adbapi
 from twisted.mail.smtp import sendmail
@@ -168,6 +169,7 @@ class HomeServer(object):
         "filtering",
         "http_client_context_factory",
         "simple_http_client",
+        "proxied_http_client",
         "media_repository",
         "media_repository_resource",
         "federation_transport_client",
@@ -311,6 +313,13 @@ class HomeServer(object):
     def build_simple_http_client(self):
         return SimpleHttpClient(self)
 
+    def build_proxied_http_client(self):
+        return SimpleHttpClient(
+            self,
+            http_proxy=os.getenv("http_proxy"),
+            https_proxy=os.getenv("HTTPS_PROXY"),
+        )
+
     def build_room_creation_handler(self):
         return RoomCreationHandler(self)
 
diff --git a/synapse/server.pyi b/synapse/server.pyi
index 16f8f6b573..b5e0b57095 100644
--- a/synapse/server.pyi
+++ b/synapse/server.pyi
@@ -12,6 +12,7 @@ import synapse.handlers.message
 import synapse.handlers.room
 import synapse.handlers.room_member
 import synapse.handlers.set_password
+import synapse.http.client
 import synapse.rest.media.v1.media_repository
 import synapse.server_notices.server_notices_manager
 import synapse.server_notices.server_notices_sender
@@ -38,8 +39,16 @@ class HomeServer(object):
         pass
     def get_state_resolution_handler(self) -> synapse.state.StateResolutionHandler:
         pass
+    def get_simple_http_client(self) -> synapse.http.client.SimpleHttpClient:
+        """Fetch an HTTP client implementation which doesn't do any blacklisting
+        or support any HTTP_PROXY settings"""
+        pass
+    def get_proxied_http_client(self) -> synapse.http.client.SimpleHttpClient:
+        """Fetch an HTTP client implementation which doesn't do any blacklisting
+        but does support HTTP_PROXY settings"""
+        pass
     def get_deactivate_account_handler(
-        self
+        self,
     ) -> synapse.handlers.deactivate_account.DeactivateAccountHandler:
         pass
     def get_room_creation_handler(self) -> synapse.handlers.room.RoomCreationHandler:
@@ -47,32 +56,32 @@ class HomeServer(object):
     def get_room_member_handler(self) -> synapse.handlers.room_member.RoomMemberHandler:
         pass
     def get_event_creation_handler(
-        self
+        self,
     ) -> synapse.handlers.message.EventCreationHandler:
         pass
     def get_set_password_handler(
-        self
+        self,
     ) -> synapse.handlers.set_password.SetPasswordHandler:
         pass
     def get_federation_sender(self) -> synapse.federation.sender.FederationSender:
         pass
     def get_federation_transport_client(
-        self
+        self,
     ) -> synapse.federation.transport.client.TransportLayerClient:
         pass
     def get_media_repository_resource(
-        self
+        self,
     ) -> synapse.rest.media.v1.media_repository.MediaRepositoryResource:
         pass
     def get_media_repository(
-        self
+        self,
     ) -> synapse.rest.media.v1.media_repository.MediaRepository:
         pass
     def get_server_notices_manager(
-        self
+        self,
     ) -> synapse.server_notices.server_notices_manager.ServerNoticesManager:
         pass
     def get_server_notices_sender(
-        self
+        self,
     ) -> synapse.server_notices.server_notices_sender.ServerNoticesSender:
         pass
diff --git a/synapse/storage/data_stores/main/__init__.py b/synapse/storage/data_stores/main/__init__.py
index b185ba0b3e..10c940df1e 100644
--- a/synapse/storage/data_stores/main/__init__.py
+++ b/synapse/storage/data_stores/main/__init__.py
@@ -139,7 +139,10 @@ class DataStore(
             db_conn, "public_room_list_stream", "stream_id"
         )
         self._device_list_id_gen = StreamIdGenerator(
-            db_conn, "device_lists_stream", "stream_id"
+            db_conn,
+            "device_lists_stream",
+            "stream_id",
+            extra_tables=[("user_signature_stream", "stream_id")],
         )
         self._cross_signing_id_gen = StreamIdGenerator(
             db_conn, "e2e_cross_signing_keys", "stream_id"
@@ -317,7 +320,7 @@ class DataStore(
             ) u
         """
         txn.execute(sql, (time_from,))
-        count, = txn.fetchone()
+        (count,) = txn.fetchone()
         return count
 
     def count_r30_users(self):
@@ -396,7 +399,7 @@ class DataStore(
 
             txn.execute(sql, (thirty_days_ago_in_secs, thirty_days_ago_in_secs))
 
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             results["all"] = count
 
             return results
diff --git a/synapse/storage/data_stores/main/devices.py b/synapse/storage/data_stores/main/devices.py
index f7a3542348..71f62036c0 100644
--- a/synapse/storage/data_stores/main/devices.py
+++ b/synapse/storage/data_stores/main/devices.py
@@ -37,6 +37,7 @@ from synapse.storage._base import (
     make_in_list_sql_clause,
 )
 from synapse.storage.background_updates import BackgroundUpdateStore
+from synapse.types import get_verify_key_from_cross_signing_key
 from synapse.util import batch_iter
 from synapse.util.caches.descriptors import cached, cachedInlineCallbacks, cachedList
 
@@ -90,13 +91,18 @@ class DeviceWorkerStore(SQLBaseStore):
 
     @trace
     @defer.inlineCallbacks
-    def get_devices_by_remote(self, destination, from_stream_id, limit):
-        """Get stream of updates to send to remote servers
+    def get_device_updates_by_remote(self, destination, from_stream_id, limit):
+        """Get a stream of device updates to send to the given remote server.
 
+        Args:
+            destination (str): The host the device updates are intended for
+            from_stream_id (int): The minimum stream_id to filter updates by, exclusive
+            limit (int): Maximum number of device updates to return
         Returns:
-            Deferred[tuple[int, list[dict]]]:
+            Deferred[tuple[int, list[tuple[string,dict]]]]:
                 current stream id (ie, the stream id of the last update included in the
-                response), and the list of updates
+                response), and the list of updates, where each update is a pair of EDU
+                type and EDU contents
         """
         now_stream_id = self._device_list_id_gen.get_current_token()
 
@@ -117,8 +123,8 @@ class DeviceWorkerStore(SQLBaseStore):
         # stream_id; the rationale being that such a large device list update
         # is likely an error.
         updates = yield self.runInteraction(
-            "get_devices_by_remote",
-            self._get_devices_by_remote_txn,
+            "get_device_updates_by_remote",
+            self._get_device_updates_by_remote_txn,
             destination,
             from_stream_id,
             now_stream_id,
@@ -129,6 +135,37 @@ class DeviceWorkerStore(SQLBaseStore):
         if not updates:
             return now_stream_id, []
 
+        # get the cross-signing keys of the users in the list, so that we can
+        # determine which of the device changes were cross-signing keys
+        users = set(r[0] for r in updates)
+        master_key_by_user = {}
+        self_signing_key_by_user = {}
+        for user in users:
+            cross_signing_key = yield self.get_e2e_cross_signing_key(user, "master")
+            if cross_signing_key:
+                key_id, verify_key = get_verify_key_from_cross_signing_key(
+                    cross_signing_key
+                )
+                # verify_key is a VerifyKey from signedjson, which uses
+                # .version to denote the portion of the key ID after the
+                # algorithm and colon, which is the device ID
+                master_key_by_user[user] = {
+                    "key_info": cross_signing_key,
+                    "device_id": verify_key.version,
+                }
+
+            cross_signing_key = yield self.get_e2e_cross_signing_key(
+                user, "self_signing"
+            )
+            if cross_signing_key:
+                key_id, verify_key = get_verify_key_from_cross_signing_key(
+                    cross_signing_key
+                )
+                self_signing_key_by_user[user] = {
+                    "key_info": cross_signing_key,
+                    "device_id": verify_key.version,
+                }
+
         # if we have exceeded the limit, we need to exclude any results with the
         # same stream_id as the last row.
         if len(updates) > limit:
@@ -153,20 +190,33 @@ class DeviceWorkerStore(SQLBaseStore):
         # context which created the Edu.
 
         query_map = {}
-        for update in updates:
-            if stream_id_cutoff is not None and update[2] >= stream_id_cutoff:
+        cross_signing_keys_by_user = {}
+        for user_id, device_id, update_stream_id, update_context in updates:
+            if stream_id_cutoff is not None and update_stream_id >= stream_id_cutoff:
                 # Stop processing updates
                 break
 
-            key = (update[0], update[1])
-
-            update_context = update[3]
-            update_stream_id = update[2]
+            if (
+                user_id in master_key_by_user
+                and device_id == master_key_by_user[user_id]["device_id"]
+            ):
+                result = cross_signing_keys_by_user.setdefault(user_id, {})
+                result["master_key"] = master_key_by_user[user_id]["key_info"]
+            elif (
+                user_id in self_signing_key_by_user
+                and device_id == self_signing_key_by_user[user_id]["device_id"]
+            ):
+                result = cross_signing_keys_by_user.setdefault(user_id, {})
+                result["self_signing_key"] = self_signing_key_by_user[user_id][
+                    "key_info"
+                ]
+            else:
+                key = (user_id, device_id)
 
-            previous_update_stream_id, _ = query_map.get(key, (0, None))
+                previous_update_stream_id, _ = query_map.get(key, (0, None))
 
-            if update_stream_id > previous_update_stream_id:
-                query_map[key] = (update_stream_id, update_context)
+                if update_stream_id > previous_update_stream_id:
+                    query_map[key] = (update_stream_id, update_context)
 
         # If we didn't find any updates with a stream_id lower than the cutoff, it
         # means that there are more than limit updates all of which have the same
@@ -176,16 +226,22 @@ class DeviceWorkerStore(SQLBaseStore):
         # devices, in which case E2E isn't going to work well anyway. We'll just
         # skip that stream_id and return an empty list, and continue with the next
         # stream_id next time.
-        if not query_map:
+        if not query_map and not cross_signing_keys_by_user:
             return stream_id_cutoff, []
 
         results = yield self._get_device_update_edus_by_remote(
             destination, from_stream_id, query_map
         )
 
+        # add the updated cross-signing keys to the results list
+        for user_id, result in iteritems(cross_signing_keys_by_user):
+            result["user_id"] = user_id
+            # FIXME: switch to m.signing_key_update when MSC1756 is merged into the spec
+            results.append(("org.matrix.signing_key_update", result))
+
         return now_stream_id, results
 
-    def _get_devices_by_remote_txn(
+    def _get_device_updates_by_remote_txn(
         self, txn, destination, from_stream_id, now_stream_id, limit
     ):
         """Return device update information for a given remote destination
@@ -200,6 +256,7 @@ class DeviceWorkerStore(SQLBaseStore):
         Returns:
             List: List of device updates
         """
+        # get the list of device updates that need to be sent
         sql = """
             SELECT user_id, device_id, stream_id, opentracing_context FROM device_lists_outbound_pokes
             WHERE destination = ? AND ? < stream_id AND stream_id <= ? AND sent = ?
@@ -225,12 +282,16 @@ class DeviceWorkerStore(SQLBaseStore):
             List[Dict]: List of objects representing an device update EDU
 
         """
-        devices = yield self.runInteraction(
-            "_get_e2e_device_keys_txn",
-            self._get_e2e_device_keys_txn,
-            query_map.keys(),
-            include_all_devices=True,
-            include_deleted_devices=True,
+        devices = (
+            yield self.runInteraction(
+                "_get_e2e_device_keys_txn",
+                self._get_e2e_device_keys_txn,
+                query_map.keys(),
+                include_all_devices=True,
+                include_deleted_devices=True,
+            )
+            if query_map
+            else {}
         )
 
         results = []
@@ -262,7 +323,7 @@ class DeviceWorkerStore(SQLBaseStore):
                 else:
                     result["deleted"] = True
 
-                results.append(result)
+                results.append(("m.device_list_update", result))
 
         return results
 
diff --git a/synapse/storage/data_stores/main/end_to_end_keys.py b/synapse/storage/data_stores/main/end_to_end_keys.py
index a0bc6f2d18..073412a78d 100644
--- a/synapse/storage/data_stores/main/end_to_end_keys.py
+++ b/synapse/storage/data_stores/main/end_to_end_keys.py
@@ -315,6 +315,30 @@ class EndToEndKeyWorkerStore(SQLBaseStore):
             from_user_id,
         )
 
+    def get_all_user_signature_changes_for_remotes(self, from_key, to_key):
+        """Return a list of changes from the user signature stream to notify remotes.
+        Note that the user signature stream represents when a user signs their
+        device with their user-signing key, which is not published to other
+        users or servers, so no `destination` is needed in the returned
+        list. However, this is needed to poke workers.
+
+        Args:
+            from_key (int): the stream ID to start at (exclusive)
+            to_key (int): the stream ID to end at (inclusive)
+
+        Returns:
+            Deferred[list[(int,str)]] a list of `(stream_id, user_id)`
+        """
+        sql = """
+            SELECT MAX(stream_id) AS stream_id, from_user_id AS user_id
+            FROM user_signature_stream
+            WHERE ? < stream_id AND stream_id <= ?
+            GROUP BY user_id
+        """
+        return self._execute(
+            "get_all_user_signature_changes_for_remotes", None, sql, from_key, to_key
+        )
+
 
 class EndToEndKeyStore(EndToEndKeyWorkerStore, SQLBaseStore):
     def set_e2e_device_keys(self, user_id, device_id, time_now, device_keys):
diff --git a/synapse/storage/data_stores/main/event_push_actions.py b/synapse/storage/data_stores/main/event_push_actions.py
index 22025effbc..04ce21ac66 100644
--- a/synapse/storage/data_stores/main/event_push_actions.py
+++ b/synapse/storage/data_stores/main/event_push_actions.py
@@ -863,7 +863,7 @@ class EventPushActionsStore(EventPushActionsWorkerStore):
         )
         stream_row = txn.fetchone()
         if stream_row:
-            offset_stream_ordering, = stream_row
+            (offset_stream_ordering,) = stream_row
             rotate_to_stream_ordering = min(
                 self.stream_ordering_day_ago, offset_stream_ordering
             )
diff --git a/synapse/storage/data_stores/main/events.py b/synapse/storage/data_stores/main/events.py
index a71d7346d2..68f27078c4 100644
--- a/synapse/storage/data_stores/main/events.py
+++ b/synapse/storage/data_stores/main/events.py
@@ -30,7 +30,7 @@ from prometheus_client import Counter
 from twisted.internet import defer
 
 import synapse.metrics
-from synapse.api.constants import EventTypes
+from synapse.api.constants import EventContentFields, EventTypes
 from synapse.api.errors import SynapseError
 from synapse.events import EventBase  # noqa: F401
 from synapse.events.snapshot import EventContext  # noqa: F401
@@ -933,6 +933,13 @@ class EventsStore(
 
             self._handle_event_relations(txn, event)
 
+            # Store the labels for this event.
+            labels = event.content.get(EventContentFields.LABELS)
+            if labels:
+                self.insert_labels_for_event_txn(
+                    txn, event.event_id, labels, event.room_id, event.depth
+                )
+
         # Insert into the room_memberships table.
         self._store_room_members_txn(
             txn,
@@ -1126,7 +1133,7 @@ class EventsStore(
                 AND stream_ordering > ?
             """
             txn.execute(sql, (self.stream_ordering_day_ago,))
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count
 
         ret = yield self.runInteraction("count_messages", _count_messages)
@@ -1147,7 +1154,7 @@ class EventsStore(
             """
 
             txn.execute(sql, (like_clause, self.stream_ordering_day_ago))
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count
 
         ret = yield self.runInteraction("count_daily_sent_messages", _count_messages)
@@ -1162,7 +1169,7 @@ class EventsStore(
                 AND stream_ordering > ?
             """
             txn.execute(sql, (self.stream_ordering_day_ago,))
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count
 
         ret = yield self.runInteraction("count_daily_active_rooms", _count)
@@ -1596,7 +1603,7 @@ class EventsStore(
         """,
             (room_id,),
         )
-        min_depth, = txn.fetchone()
+        (min_depth,) = txn.fetchone()
 
         logger.info("[purge] updating room_depth to %d", min_depth)
 
@@ -1905,6 +1912,33 @@ class EventsStore(
             get_all_updated_current_state_deltas_txn,
         )
 
+    def insert_labels_for_event_txn(
+        self, txn, event_id, labels, room_id, topological_ordering
+    ):
+        """Store the mapping between an event's ID and its labels, with one row per
+        (event_id, label) tuple.
+
+        Args:
+            txn (LoggingTransaction): The transaction to execute.
+            event_id (str): The event's ID.
+            labels (list[str]): A list of text labels.
+            room_id (str): The ID of the room the event was sent to.
+            topological_ordering (int): The position of the event in the room's topology.
+        """
+        return self._simple_insert_many_txn(
+            txn=txn,
+            table="event_labels",
+            values=[
+                {
+                    "event_id": event_id,
+                    "label": label,
+                    "room_id": room_id,
+                    "topological_ordering": topological_ordering,
+                }
+                for label in labels
+            ],
+        )
+
 
 AllNewEventsResult = namedtuple(
     "AllNewEventsResult",
diff --git a/synapse/storage/data_stores/main/events_bg_updates.py b/synapse/storage/data_stores/main/events_bg_updates.py
index 31ea6f917f..51352b9966 100644
--- a/synapse/storage/data_stores/main/events_bg_updates.py
+++ b/synapse/storage/data_stores/main/events_bg_updates.py
@@ -438,7 +438,7 @@ class EventsBackgroundUpdatesStore(BackgroundUpdateStore):
             if not rows:
                 return 0
 
-            upper_event_id, = rows[-1]
+            (upper_event_id,) = rows[-1]
 
             # Update the redactions with the received_ts.
             #
diff --git a/synapse/storage/data_stores/main/group_server.py b/synapse/storage/data_stores/main/group_server.py
index aeae5a2b28..b3a2771f1b 100644
--- a/synapse/storage/data_stores/main/group_server.py
+++ b/synapse/storage/data_stores/main/group_server.py
@@ -249,7 +249,7 @@ class GroupServerStore(SQLBaseStore):
                 WHERE group_id = ? AND category_id = ?
             """
             txn.execute(sql, (group_id, category_id))
-            order, = txn.fetchone()
+            (order,) = txn.fetchone()
 
         if existing:
             to_update = {}
@@ -509,7 +509,7 @@ class GroupServerStore(SQLBaseStore):
                 WHERE group_id = ? AND role_id = ?
             """
             txn.execute(sql, (group_id, role_id))
-            order, = txn.fetchone()
+            (order,) = txn.fetchone()
 
         if existing:
             to_update = {}
diff --git a/synapse/storage/data_stores/main/monthly_active_users.py b/synapse/storage/data_stores/main/monthly_active_users.py
index e6ee1e4aaa..b41c3d317a 100644
--- a/synapse/storage/data_stores/main/monthly_active_users.py
+++ b/synapse/storage/data_stores/main/monthly_active_users.py
@@ -171,7 +171,7 @@ class MonthlyActiveUsersStore(SQLBaseStore):
             sql = "SELECT COALESCE(count(*), 0) FROM monthly_active_users"
 
             txn.execute(sql)
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count
 
         return self.runInteraction("count_users", _count_users)
diff --git a/synapse/storage/data_stores/main/push_rule.py b/synapse/storage/data_stores/main/push_rule.py
index cd95f1ce60..b520062d84 100644
--- a/synapse/storage/data_stores/main/push_rule.py
+++ b/synapse/storage/data_stores/main/push_rule.py
@@ -143,7 +143,7 @@ class PushRulesWorkerStore(
                     " WHERE user_id = ? AND ? < stream_id"
                 )
                 txn.execute(sql, (user_id, last_id))
-                count, = txn.fetchone()
+                (count,) = txn.fetchone()
                 return bool(count)
 
             return self.runInteraction(
diff --git a/synapse/storage/data_stores/main/registration.py b/synapse/storage/data_stores/main/registration.py
index 6c5b29288a..f70d41ecab 100644
--- a/synapse/storage/data_stores/main/registration.py
+++ b/synapse/storage/data_stores/main/registration.py
@@ -459,7 +459,7 @@ class RegistrationWorkerStore(SQLBaseStore):
                 WHERE appservice_id IS NULL
             """
             )
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count
 
         ret = yield self.runInteraction("count_users", _count_users)
diff --git a/synapse/storage/data_stores/main/roommember.py b/synapse/storage/data_stores/main/roommember.py
index bc04bfd7d4..2af24a20b7 100644
--- a/synapse/storage/data_stores/main/roommember.py
+++ b/synapse/storage/data_stores/main/roommember.py
@@ -927,7 +927,7 @@ class RoomMemberBackgroundUpdateStore(BackgroundUpdateStore):
                 if not row or not row[0]:
                     return processed, True
 
-                next_room, = row
+                (next_room,) = row
 
                 sql = """
                     UPDATE current_state_events
diff --git a/synapse/storage/data_stores/main/schema/delta/56/event_labels.sql b/synapse/storage/data_stores/main/schema/delta/56/event_labels.sql
new file mode 100644
index 0000000000..5e29c1da19
--- /dev/null
+++ b/synapse/storage/data_stores/main/schema/delta/56/event_labels.sql
@@ -0,0 +1,30 @@
+/* Copyright 2019 The Matrix.org Foundation C.I.C.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *    http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+-- room_id and topoligical_ordering are denormalised from the events table in order to
+-- make the index work.
+CREATE TABLE IF NOT EXISTS event_labels (
+    event_id TEXT,
+    label TEXT,
+    room_id TEXT NOT NULL,
+    topological_ordering BIGINT NOT NULL,
+    PRIMARY KEY(event_id, label)
+);
+
+
+-- This index enables an event pagination looking for a particular label to index the
+-- event_labels table first, which is much quicker than scanning the events table and then
+-- filtering by label, if the label is rarely used relative to the size of the room.
+CREATE INDEX event_labels_room_id_label_idx ON event_labels(room_id, label, topological_ordering);
diff --git a/synapse/storage/data_stores/main/schema/delta/56/hidden_devices_fix.sql.sqlite b/synapse/storage/data_stores/main/schema/delta/56/hidden_devices_fix.sql.sqlite
new file mode 100644
index 0000000000..e8b1fd35d8
--- /dev/null
+++ b/synapse/storage/data_stores/main/schema/delta/56/hidden_devices_fix.sql.sqlite
@@ -0,0 +1,42 @@
+/* Copyright 2019 The Matrix.org Foundation C.I.C.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *    http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+/* Change the hidden column from a default value of FALSE to a default value of
+ * 0, because sqlite3 prior to 3.23.0 caused the hidden column to contain the
+ * string 'FALSE', which is truthy.
+ *
+ * Since sqlite doesn't allow us to just change the default value, we have to
+ * recreate the table, copy the data, fix the rows that have incorrect data, and
+ * replace the old table with the new table.
+ */
+
+CREATE TABLE IF NOT EXISTS devices2 (
+    user_id TEXT NOT NULL,
+    device_id TEXT NOT NULL,
+    display_name TEXT,
+    last_seen BIGINT,
+    ip TEXT,
+    user_agent TEXT,
+    hidden BOOLEAN DEFAULT 0,
+    CONSTRAINT device_uniqueness UNIQUE (user_id, device_id)
+);
+
+INSERT INTO devices2 SELECT * FROM devices;
+
+UPDATE devices2 SET hidden = 0 WHERE hidden = 'FALSE';
+
+DROP TABLE devices;
+
+ALTER TABLE devices2 RENAME TO devices;
diff --git a/synapse/storage/data_stores/main/search.py b/synapse/storage/data_stores/main/search.py
index a59b8331e1..d1d7c6863d 100644
--- a/synapse/storage/data_stores/main/search.py
+++ b/synapse/storage/data_stores/main/search.py
@@ -672,7 +672,7 @@ class SearchStore(SearchBackgroundUpdateStore):
                     )
                 )
                 txn.execute(query, (value, search_query))
-                headline, = txn.fetchall()[0]
+                (headline,) = txn.fetchall()[0]
 
                 # Now we need to pick the possible highlights out of the haedline
                 # result.
diff --git a/synapse/storage/data_stores/main/state.py b/synapse/storage/data_stores/main/state.py
index bf6de4ca22..e1d3041c7c 100644
--- a/synapse/storage/data_stores/main/state.py
+++ b/synapse/storage/data_stores/main/state.py
@@ -725,16 +725,18 @@ class StateGroupWorkerStore(
         member_filter, non_member_filter = state_filter.get_member_split()
 
         # Now we look them up in the member and non-member caches
-        non_member_state, incomplete_groups_nm, = (
-            yield self._get_state_for_groups_using_cache(
-                groups, self._state_group_cache, state_filter=non_member_filter
-            )
+        (
+            non_member_state,
+            incomplete_groups_nm,
+        ) = yield self._get_state_for_groups_using_cache(
+            groups, self._state_group_cache, state_filter=non_member_filter
         )
 
-        member_state, incomplete_groups_m, = (
-            yield self._get_state_for_groups_using_cache(
-                groups, self._state_group_members_cache, state_filter=member_filter
-            )
+        (
+            member_state,
+            incomplete_groups_m,
+        ) = yield self._get_state_for_groups_using_cache(
+            groups, self._state_group_members_cache, state_filter=member_filter
         )
 
         state = dict(non_member_state)
@@ -1106,7 +1108,7 @@ class StateBackgroundUpdateStore(
                     " WHERE id < ? AND room_id = ?",
                     (state_group, room_id),
                 )
-                prev_group, = txn.fetchone()
+                (prev_group,) = txn.fetchone()
                 new_last_state_group = state_group
 
                 if prev_group:
diff --git a/synapse/storage/data_stores/main/stats.py b/synapse/storage/data_stores/main/stats.py
index 4d59b7833f..45b3de7d56 100644
--- a/synapse/storage/data_stores/main/stats.py
+++ b/synapse/storage/data_stores/main/stats.py
@@ -773,7 +773,7 @@ class StatsStore(StateDeltasStore):
                 (room_id,),
             )
 
-            current_state_events_count, = txn.fetchone()
+            (current_state_events_count,) = txn.fetchone()
 
             users_in_room = self.get_users_in_room_txn(txn, room_id)
 
@@ -863,7 +863,7 @@ class StatsStore(StateDeltasStore):
                 """,
                 (user_id,),
             )
-            count, = txn.fetchone()
+            (count,) = txn.fetchone()
             return count, pos
 
         joined_rooms, pos = yield self.runInteraction(
diff --git a/synapse/storage/data_stores/main/stream.py b/synapse/storage/data_stores/main/stream.py
index 263999dfca..616ef91d4e 100644
--- a/synapse/storage/data_stores/main/stream.py
+++ b/synapse/storage/data_stores/main/stream.py
@@ -229,6 +229,14 @@ def filter_to_clause(event_filter):
         clauses.append("contains_url = ?")
         args.append(event_filter.contains_url)
 
+    # We're only applying the "labels" filter on the database query, because applying the
+    # "not_labels" filter via a SQL query is non-trivial. Instead, we let
+    # event_filter.check_fields apply it, which is not as efficient but makes the
+    # implementation simpler.
+    if event_filter.labels:
+        clauses.append("(%s)" % " OR ".join("label = ?" for _ in event_filter.labels))
+        args.extend(event_filter.labels)
+
     return " AND ".join(clauses), args
 
 
@@ -864,8 +872,9 @@ class StreamWorkerStore(EventsWorkerStore, SQLBaseStore):
         args.append(int(limit))
 
         sql = (
-            "SELECT event_id, topological_ordering, stream_ordering"
+            "SELECT DISTINCT event_id, topological_ordering, stream_ordering"
             " FROM events"
+            " LEFT JOIN event_labels USING (event_id, room_id, topological_ordering)"
             " WHERE outlier = ? AND room_id = ? AND %(bounds)s"
             " ORDER BY topological_ordering %(order)s,"
             " stream_ordering %(order)s LIMIT ?"
diff --git a/synapse/storage/util/id_generators.py b/synapse/storage/util/id_generators.py
index cbb0a4810a..9d851beaa5 100644
--- a/synapse/storage/util/id_generators.py
+++ b/synapse/storage/util/id_generators.py
@@ -46,7 +46,7 @@ def _load_current_id(db_conn, table, column, step=1):
         cur.execute("SELECT MAX(%s) FROM %s" % (column, table))
     else:
         cur.execute("SELECT MIN(%s) FROM %s" % (column, table))
-    val, = cur.fetchone()
+    (val,) = cur.fetchone()
     cur.close()
     current_id = int(val) if val else step
     return (max if step > 0 else min)(current_id, step)
diff --git a/tests/api/test_filtering.py b/tests/api/test_filtering.py
index 6ba623de13..2dc5052249 100644
--- a/tests/api/test_filtering.py
+++ b/tests/api/test_filtering.py
@@ -19,6 +19,7 @@ import jsonschema
 
 from twisted.internet import defer
 
+from synapse.api.constants import EventContentFields
 from synapse.api.errors import SynapseError
 from synapse.api.filtering import Filter
 from synapse.events import FrozenEvent
@@ -95,6 +96,8 @@ class FilteringTestCase(unittest.TestCase):
                         "types": ["m.room.message"],
                         "not_rooms": ["!726s6s6q:example.com"],
                         "not_senders": ["@spam:example.com"],
+                        "org.matrix.labels": ["#fun"],
+                        "org.matrix.not_labels": ["#work"],
                     },
                     "ephemeral": {
                         "types": ["m.receipt", "m.typing"],
@@ -320,6 +323,46 @@ class FilteringTestCase(unittest.TestCase):
         )
         self.assertFalse(Filter(definition).check(event))
 
+    def test_filter_labels(self):
+        definition = {"org.matrix.labels": ["#fun"]}
+        event = MockEvent(
+            sender="@foo:bar",
+            type="m.room.message",
+            room_id="!secretbase:unknown",
+            content={EventContentFields.LABELS: ["#fun"]},
+        )
+
+        self.assertTrue(Filter(definition).check(event))
+
+        event = MockEvent(
+            sender="@foo:bar",
+            type="m.room.message",
+            room_id="!secretbase:unknown",
+            content={EventContentFields.LABELS: ["#notfun"]},
+        )
+
+        self.assertFalse(Filter(definition).check(event))
+
+    def test_filter_not_labels(self):
+        definition = {"org.matrix.not_labels": ["#fun"]}
+        event = MockEvent(
+            sender="@foo:bar",
+            type="m.room.message",
+            room_id="!secretbase:unknown",
+            content={EventContentFields.LABELS: ["#fun"]},
+        )
+
+        self.assertFalse(Filter(definition).check(event))
+
+        event = MockEvent(
+            sender="@foo:bar",
+            type="m.room.message",
+            room_id="!secretbase:unknown",
+            content={EventContentFields.LABELS: ["#notfun"]},
+        )
+
+        self.assertTrue(Filter(definition).check(event))
+
     @defer.inlineCallbacks
     def test_filter_presence_match(self):
         user_filter_json = {"presence": {"types": ["m.*"]}}
diff --git a/tests/handlers/test_typing.py b/tests/handlers/test_typing.py
index f360c8e965..5ec568f4e6 100644
--- a/tests/handlers/test_typing.py
+++ b/tests/handlers/test_typing.py
@@ -73,7 +73,7 @@ class TypingNotificationsTestCase(unittest.HomeserverTestCase):
                         "get_received_txn_response",
                         "set_received_txn_response",
                         "get_destination_retry_timings",
-                        "get_devices_by_remote",
+                        "get_device_updates_by_remote",
                         # Bits that user_directory needs
                         "get_user_directory_stream_pos",
                         "get_current_state_deltas",
@@ -109,7 +109,7 @@ class TypingNotificationsTestCase(unittest.HomeserverTestCase):
             retry_timings_res
         )
 
-        self.datastore.get_devices_by_remote.return_value = (0, [])
+        self.datastore.get_device_updates_by_remote.return_value = (0, [])
 
         def get_received_txn_response(*args):
             return defer.succeed(None)
diff --git a/tests/http/__init__.py b/tests/http/__init__.py
index 2d5dba6464..2096ba3c91 100644
--- a/tests/http/__init__.py
+++ b/tests/http/__init__.py
@@ -20,6 +20,23 @@ from zope.interface import implementer
 from OpenSSL import SSL
 from OpenSSL.SSL import Connection
 from twisted.internet.interfaces import IOpenSSLServerConnectionCreator
+from twisted.internet.ssl import Certificate, trustRootFromCertificates
+from twisted.web.client import BrowserLikePolicyForHTTPS  # noqa: F401
+from twisted.web.iweb import IPolicyForHTTPS  # noqa: F401
+
+
+def get_test_https_policy():
+    """Get a test IPolicyForHTTPS which trusts the test CA cert
+
+    Returns:
+        IPolicyForHTTPS
+    """
+    ca_file = get_test_ca_cert_file()
+    with open(ca_file) as stream:
+        content = stream.read()
+    cert = Certificate.loadPEM(content)
+    trust_root = trustRootFromCertificates([cert])
+    return BrowserLikePolicyForHTTPS(trustRoot=trust_root)
 
 
 def get_test_ca_cert_file():
diff --git a/tests/http/federation/test_matrix_federation_agent.py b/tests/http/federation/test_matrix_federation_agent.py
index 71d7025264..cfcd98ff7d 100644
--- a/tests/http/federation/test_matrix_federation_agent.py
+++ b/tests/http/federation/test_matrix_federation_agent.py
@@ -124,19 +124,24 @@ class MatrixFederationAgentTests(unittest.TestCase):
             FakeTransport(client_protocol, self.reactor, server_tls_protocol)
         )
 
+        # grab a hold of the TLS connection, in case it gets torn down
+        server_tls_connection = server_tls_protocol._tlsConnection
+
+        # fish the test server back out of the server-side TLS protocol.
+        http_protocol = server_tls_protocol.wrappedProtocol
+
         # give the reactor a pump to get the TLS juices flowing.
         self.reactor.pump((0.1,))
 
         # check the SNI
-        server_name = server_tls_protocol._tlsConnection.get_servername()
+        server_name = server_tls_connection.get_servername()
         self.assertEqual(
             server_name,
             expected_sni,
             "Expected SNI %s but got %s" % (expected_sni, server_name),
         )
 
-        # fish the test server back out of the server-side TLS protocol.
-        return server_tls_protocol.wrappedProtocol
+        return http_protocol
 
     @defer.inlineCallbacks
     def _make_get_request(self, uri):
diff --git a/tests/http/test_proxyagent.py b/tests/http/test_proxyagent.py
new file mode 100644
index 0000000000..22abf76515
--- /dev/null
+++ b/tests/http/test_proxyagent.py
@@ -0,0 +1,334 @@
+# -*- coding: utf-8 -*-
+# Copyright 2019 The Matrix.org Foundation C.I.C.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+import logging
+
+import treq
+
+from twisted.internet import interfaces  # noqa: F401
+from twisted.internet.protocol import Factory
+from twisted.protocols.tls import TLSMemoryBIOFactory
+from twisted.web.http import HTTPChannel
+
+from synapse.http.proxyagent import ProxyAgent
+
+from tests.http import TestServerTLSConnectionFactory, get_test_https_policy
+from tests.server import FakeTransport, ThreadedMemoryReactorClock
+from tests.unittest import TestCase
+
+logger = logging.getLogger(__name__)
+
+HTTPFactory = Factory.forProtocol(HTTPChannel)
+
+
+class MatrixFederationAgentTests(TestCase):
+    def setUp(self):
+        self.reactor = ThreadedMemoryReactorClock()
+
+    def _make_connection(
+        self, client_factory, server_factory, ssl=False, expected_sni=None
+    ):
+        """Builds a test server, and completes the outgoing client connection
+
+        Args:
+            client_factory (interfaces.IProtocolFactory): the the factory that the
+                application is trying to use to make the outbound connection. We will
+                invoke it to build the client Protocol
+
+            server_factory (interfaces.IProtocolFactory): a factory to build the
+                server-side protocol
+
+            ssl (bool): If true, we will expect an ssl connection and wrap
+                server_factory with a TLSMemoryBIOFactory
+
+            expected_sni (bytes|None): the expected SNI value
+
+        Returns:
+            IProtocol: the server Protocol returned by server_factory
+        """
+        if ssl:
+            server_factory = _wrap_server_factory_for_tls(server_factory)
+
+        server_protocol = server_factory.buildProtocol(None)
+
+        # now, tell the client protocol factory to build the client protocol,
+        # and wire the output of said protocol up to the server via
+        # a FakeTransport.
+        #
+        # Normally this would be done by the TCP socket code in Twisted, but we are
+        # stubbing that out here.
+        client_protocol = client_factory.buildProtocol(None)
+        client_protocol.makeConnection(
+            FakeTransport(server_protocol, self.reactor, client_protocol)
+        )
+
+        # tell the server protocol to send its stuff back to the client, too
+        server_protocol.makeConnection(
+            FakeTransport(client_protocol, self.reactor, server_protocol)
+        )
+
+        if ssl:
+            http_protocol = server_protocol.wrappedProtocol
+            tls_connection = server_protocol._tlsConnection
+        else:
+            http_protocol = server_protocol
+            tls_connection = None
+
+        # give the reactor a pump to get the TLS juices flowing (if needed)
+        self.reactor.advance(0)
+
+        if expected_sni is not None:
+            server_name = tls_connection.get_servername()
+            self.assertEqual(
+                server_name,
+                expected_sni,
+                "Expected SNI %s but got %s" % (expected_sni, server_name),
+            )
+
+        return http_protocol
+
+    def test_http_request(self):
+        agent = ProxyAgent(self.reactor)
+
+        self.reactor.lookups["test.com"] = "1.2.3.4"
+        d = agent.request(b"GET", b"http://test.com")
+
+        # there should be a pending TCP connection
+        clients = self.reactor.tcpClients
+        self.assertEqual(len(clients), 1)
+        (host, port, client_factory, _timeout, _bindAddress) = clients[0]
+        self.assertEqual(host, "1.2.3.4")
+        self.assertEqual(port, 80)
+
+        # make a test server, and wire up the client
+        http_server = self._make_connection(
+            client_factory, _get_test_protocol_factory()
+        )
+
+        # the FakeTransport is async, so we need to pump the reactor
+        self.reactor.advance(0)
+
+        # now there should be a pending request
+        self.assertEqual(len(http_server.requests), 1)
+
+        request = http_server.requests[0]
+        self.assertEqual(request.method, b"GET")
+        self.assertEqual(request.path, b"/")
+        self.assertEqual(request.requestHeaders.getRawHeaders(b"host"), [b"test.com"])
+        request.write(b"result")
+        request.finish()
+
+        self.reactor.advance(0)
+
+        resp = self.successResultOf(d)
+        body = self.successResultOf(treq.content(resp))
+        self.assertEqual(body, b"result")
+
+    def test_https_request(self):
+        agent = ProxyAgent(self.reactor, contextFactory=get_test_https_policy())
+
+        self.reactor.lookups["test.com"] = "1.2.3.4"
+        d = agent.request(b"GET", b"https://test.com/abc")
+
+        # there should be a pending TCP connection
+        clients = self.reactor.tcpClients
+        self.assertEqual(len(clients), 1)
+        (host, port, client_factory, _timeout, _bindAddress) = clients[0]
+        self.assertEqual(host, "1.2.3.4")
+        self.assertEqual(port, 443)
+
+        # make a test server, and wire up the client
+        http_server = self._make_connection(
+            client_factory,
+            _get_test_protocol_factory(),
+            ssl=True,
+            expected_sni=b"test.com",
+        )
+
+        # the FakeTransport is async, so we need to pump the reactor
+        self.reactor.advance(0)
+
+        # now there should be a pending request
+        self.assertEqual(len(http_server.requests), 1)
+
+        request = http_server.requests[0]
+        self.assertEqual(request.method, b"GET")
+        self.assertEqual(request.path, b"/abc")
+        self.assertEqual(request.requestHeaders.getRawHeaders(b"host"), [b"test.com"])
+        request.write(b"result")
+        request.finish()
+
+        self.reactor.advance(0)
+
+        resp = self.successResultOf(d)
+        body = self.successResultOf(treq.content(resp))
+        self.assertEqual(body, b"result")
+
+    def test_http_request_via_proxy(self):
+        agent = ProxyAgent(self.reactor, http_proxy=b"proxy.com:8888")
+
+        self.reactor.lookups["proxy.com"] = "1.2.3.5"
+        d = agent.request(b"GET", b"http://test.com")
+
+        # there should be a pending TCP connection
+        clients = self.reactor.tcpClients
+        self.assertEqual(len(clients), 1)
+        (host, port, client_factory, _timeout, _bindAddress) = clients[0]
+        self.assertEqual(host, "1.2.3.5")
+        self.assertEqual(port, 8888)
+
+        # make a test server, and wire up the client
+        http_server = self._make_connection(
+            client_factory, _get_test_protocol_factory()
+        )
+
+        # the FakeTransport is async, so we need to pump the reactor
+        self.reactor.advance(0)
+
+        # now there should be a pending request
+        self.assertEqual(len(http_server.requests), 1)
+
+        request = http_server.requests[0]
+        self.assertEqual(request.method, b"GET")
+        self.assertEqual(request.path, b"http://test.com")
+        self.assertEqual(request.requestHeaders.getRawHeaders(b"host"), [b"test.com"])
+        request.write(b"result")
+        request.finish()
+
+        self.reactor.advance(0)
+
+        resp = self.successResultOf(d)
+        body = self.successResultOf(treq.content(resp))
+        self.assertEqual(body, b"result")
+
+    def test_https_request_via_proxy(self):
+        agent = ProxyAgent(
+            self.reactor,
+            contextFactory=get_test_https_policy(),
+            https_proxy=b"proxy.com",
+        )
+
+        self.reactor.lookups["proxy.com"] = "1.2.3.5"
+        d = agent.request(b"GET", b"https://test.com/abc")
+
+        # there should be a pending TCP connection
+        clients = self.reactor.tcpClients
+        self.assertEqual(len(clients), 1)
+        (host, port, client_factory, _timeout, _bindAddress) = clients[0]
+        self.assertEqual(host, "1.2.3.5")
+        self.assertEqual(port, 1080)
+
+        # make a test HTTP server, and wire up the client
+        proxy_server = self._make_connection(
+            client_factory, _get_test_protocol_factory()
+        )
+
+        # fish the transports back out so that we can do the old switcheroo
+        s2c_transport = proxy_server.transport
+        client_protocol = s2c_transport.other
+        c2s_transport = client_protocol.transport
+
+        # the FakeTransport is async, so we need to pump the reactor
+        self.reactor.advance(0)
+
+        # now there should be a pending CONNECT request
+        self.assertEqual(len(proxy_server.requests), 1)
+
+        request = proxy_server.requests[0]
+        self.assertEqual(request.method, b"CONNECT")
+        self.assertEqual(request.path, b"test.com:443")
+
+        # tell the proxy server not to close the connection
+        proxy_server.persistent = True
+
+        # this just stops the http Request trying to do a chunked response
+        # request.setHeader(b"Content-Length", b"0")
+        request.finish()
+
+        # now we can replace the proxy channel with a new, SSL-wrapped HTTP channel
+        ssl_factory = _wrap_server_factory_for_tls(_get_test_protocol_factory())
+        ssl_protocol = ssl_factory.buildProtocol(None)
+        http_server = ssl_protocol.wrappedProtocol
+
+        ssl_protocol.makeConnection(
+            FakeTransport(client_protocol, self.reactor, ssl_protocol)
+        )
+        c2s_transport.other = ssl_protocol
+
+        self.reactor.advance(0)
+
+        server_name = ssl_protocol._tlsConnection.get_servername()
+        expected_sni = b"test.com"
+        self.assertEqual(
+            server_name,
+            expected_sni,
+            "Expected SNI %s but got %s" % (expected_sni, server_name),
+        )
+
+        # now there should be a pending request
+        self.assertEqual(len(http_server.requests), 1)
+
+        request = http_server.requests[0]
+        self.assertEqual(request.method, b"GET")
+        self.assertEqual(request.path, b"/abc")
+        self.assertEqual(request.requestHeaders.getRawHeaders(b"host"), [b"test.com"])
+        request.write(b"result")
+        request.finish()
+
+        self.reactor.advance(0)
+
+        resp = self.successResultOf(d)
+        body = self.successResultOf(treq.content(resp))
+        self.assertEqual(body, b"result")
+
+
+def _wrap_server_factory_for_tls(factory, sanlist=None):
+    """Wrap an existing Protocol Factory with a test TLSMemoryBIOFactory
+
+    The resultant factory will create a TLS server which presents a certificate
+    signed by our test CA, valid for the domains in `sanlist`
+
+    Args:
+        factory (interfaces.IProtocolFactory): protocol factory to wrap
+        sanlist (iterable[bytes]): list of domains the cert should be valid for
+
+    Returns:
+        interfaces.IProtocolFactory
+    """
+    if sanlist is None:
+        sanlist = [b"DNS:test.com"]
+
+    connection_creator = TestServerTLSConnectionFactory(sanlist=sanlist)
+    return TLSMemoryBIOFactory(
+        connection_creator, isClient=False, wrappedFactory=factory
+    )
+
+
+def _get_test_protocol_factory():
+    """Get a protocol Factory which will build an HTTPChannel
+
+    Returns:
+        interfaces.IProtocolFactory
+    """
+    server_factory = Factory.forProtocol(HTTPChannel)
+
+    # Request.finish expects the factory to have a 'log' method.
+    server_factory.log = _log_request
+
+    return server_factory
+
+
+def _log_request(request):
+    """Implements Factory.log, which is expected by Request.finish"""
+    logger.info("Completed request %s", request)
diff --git a/tests/push/test_http.py b/tests/push/test_http.py
index 8ce6bb62da..af2327fb66 100644
--- a/tests/push/test_http.py
+++ b/tests/push/test_http.py
@@ -50,7 +50,7 @@ class HTTPPusherTests(HomeserverTestCase):
         config = self.default_config()
         config["start_pushers"] = True
 
-        hs = self.setup_test_homeserver(config=config, simple_http_client=m)
+        hs = self.setup_test_homeserver(config=config, proxied_http_client=m)
 
         return hs
 
diff --git a/tests/rest/client/v1/test_rooms.py b/tests/rest/client/v1/test_rooms.py
index 2f2ca74611..5e38fd6ced 100644
--- a/tests/rest/client/v1/test_rooms.py
+++ b/tests/rest/client/v1/test_rooms.py
@@ -24,7 +24,7 @@ from six.moves.urllib import parse as urlparse
 from twisted.internet import defer
 
 import synapse.rest.admin
-from synapse.api.constants import Membership
+from synapse.api.constants import EventContentFields, EventTypes, Membership
 from synapse.rest.client.v1 import login, profile, room
 
 from tests import unittest
@@ -811,6 +811,105 @@ class RoomMessageListTestCase(RoomBase):
         self.assertTrue("chunk" in channel.json_body)
         self.assertTrue("end" in channel.json_body)
 
+    def test_filter_labels(self):
+        """Test that we can filter by a label."""
+        message_filter = json.dumps(
+            {"types": [EventTypes.Message], "org.matrix.labels": ["#fun"]}
+        )
+
+        events = self._test_filter_labels(message_filter)
+
+        self.assertEqual(len(events), 2, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "with right label", events[0])
+        self.assertEqual(events[1]["content"]["body"], "with right label", events[1])
+
+    def test_filter_not_labels(self):
+        """Test that we can filter by the absence of a label."""
+        message_filter = json.dumps(
+            {"types": [EventTypes.Message], "org.matrix.not_labels": ["#fun"]}
+        )
+
+        events = self._test_filter_labels(message_filter)
+
+        self.assertEqual(len(events), 3, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "without label", events[0])
+        self.assertEqual(events[1]["content"]["body"], "with wrong label", events[1])
+        self.assertEqual(
+            events[2]["content"]["body"], "with two wrong labels", events[2]
+        )
+
+    def test_filter_labels_not_labels(self):
+        """Test that we can filter by both a label and the absence of another label."""
+        sync_filter = json.dumps(
+            {
+                "types": [EventTypes.Message],
+                "org.matrix.labels": ["#work"],
+                "org.matrix.not_labels": ["#notfun"],
+            }
+        )
+
+        events = self._test_filter_labels(sync_filter)
+
+        self.assertEqual(len(events), 1, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "with wrong label", events[0])
+
+    def _test_filter_labels(self, message_filter):
+        self.helper.send_event(
+            room_id=self.room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with right label",
+                EventContentFields.LABELS: ["#fun"],
+            },
+        )
+
+        self.helper.send_event(
+            room_id=self.room_id,
+            type=EventTypes.Message,
+            content={"msgtype": "m.text", "body": "without label"},
+        )
+
+        self.helper.send_event(
+            room_id=self.room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with wrong label",
+                EventContentFields.LABELS: ["#work"],
+            },
+        )
+
+        self.helper.send_event(
+            room_id=self.room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with two wrong labels",
+                EventContentFields.LABELS: ["#work", "#notfun"],
+            },
+        )
+
+        self.helper.send_event(
+            room_id=self.room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with right label",
+                EventContentFields.LABELS: ["#fun"],
+            },
+        )
+
+        token = "s0_0_0_0_0_0_0_0_0"
+        request, channel = self.make_request(
+            "GET",
+            "/rooms/%s/messages?access_token=x&from=%s&filter=%s"
+            % (self.room_id, token, message_filter),
+        )
+        self.render(request)
+
+        return channel.json_body["chunk"]
+
 
 class RoomSearchTestCase(unittest.HomeserverTestCase):
     servlets = [
diff --git a/tests/rest/client/v1/utils.py b/tests/rest/client/v1/utils.py
index cdded88b7f..8ea0cb05ea 100644
--- a/tests/rest/client/v1/utils.py
+++ b/tests/rest/client/v1/utils.py
@@ -106,13 +106,22 @@ class RestHelper(object):
         self.auth_user_id = temp_id
 
     def send(self, room_id, body=None, txn_id=None, tok=None, expect_code=200):
-        if txn_id is None:
-            txn_id = "m%s" % (str(time.time()))
         if body is None:
             body = "body_text_here"
 
-        path = "/_matrix/client/r0/rooms/%s/send/m.room.message/%s" % (room_id, txn_id)
         content = {"msgtype": "m.text", "body": body}
+
+        return self.send_event(
+            room_id, "m.room.message", content, txn_id, tok, expect_code
+        )
+
+    def send_event(
+        self, room_id, type, content={}, txn_id=None, tok=None, expect_code=200
+    ):
+        if txn_id is None:
+            txn_id = "m%s" % (str(time.time()))
+
+        path = "/_matrix/client/r0/rooms/%s/send/%s/%s" % (room_id, type, txn_id)
         if tok:
             path = path + "?access_token=%s" % tok
 
diff --git a/tests/rest/client/v2_alpha/test_sync.py b/tests/rest/client/v2_alpha/test_sync.py
index 71895094bd..3283c0e47b 100644
--- a/tests/rest/client/v2_alpha/test_sync.py
+++ b/tests/rest/client/v2_alpha/test_sync.py
@@ -12,10 +12,12 @@
 # WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
 # See the License for the specific language governing permissions and
 # limitations under the License.
+import json
 
 from mock import Mock
 
 import synapse.rest.admin
+from synapse.api.constants import EventContentFields, EventTypes
 from synapse.rest.client.v1 import login, room
 from synapse.rest.client.v2_alpha import sync
 
@@ -26,7 +28,12 @@ from tests.server import TimedOutException
 class FilterTestCase(unittest.HomeserverTestCase):
 
     user_id = "@apple:test"
-    servlets = [sync.register_servlets]
+    servlets = [
+        synapse.rest.admin.register_servlets_for_client_rest_resource,
+        room.register_servlets,
+        login.register_servlets,
+        sync.register_servlets,
+    ]
 
     def make_homeserver(self, reactor, clock):
 
@@ -70,6 +77,140 @@ class FilterTestCase(unittest.HomeserverTestCase):
         )
 
 
+class SyncFilterTestCase(unittest.HomeserverTestCase):
+    servlets = [
+        synapse.rest.admin.register_servlets_for_client_rest_resource,
+        room.register_servlets,
+        login.register_servlets,
+        sync.register_servlets,
+    ]
+
+    def test_sync_filter_labels(self):
+        """Test that we can filter by a label."""
+        sync_filter = json.dumps(
+            {
+                "room": {
+                    "timeline": {
+                        "types": [EventTypes.Message],
+                        "org.matrix.labels": ["#fun"],
+                    }
+                }
+            }
+        )
+
+        events = self._test_sync_filter_labels(sync_filter)
+
+        self.assertEqual(len(events), 2, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "with right label", events[0])
+        self.assertEqual(events[1]["content"]["body"], "with right label", events[1])
+
+    def test_sync_filter_not_labels(self):
+        """Test that we can filter by the absence of a label."""
+        sync_filter = json.dumps(
+            {
+                "room": {
+                    "timeline": {
+                        "types": [EventTypes.Message],
+                        "org.matrix.not_labels": ["#fun"],
+                    }
+                }
+            }
+        )
+
+        events = self._test_sync_filter_labels(sync_filter)
+
+        self.assertEqual(len(events), 3, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "without label", events[0])
+        self.assertEqual(events[1]["content"]["body"], "with wrong label", events[1])
+        self.assertEqual(
+            events[2]["content"]["body"], "with two wrong labels", events[2]
+        )
+
+    def test_sync_filter_labels_not_labels(self):
+        """Test that we can filter by both a label and the absence of another label."""
+        sync_filter = json.dumps(
+            {
+                "room": {
+                    "timeline": {
+                        "types": [EventTypes.Message],
+                        "org.matrix.labels": ["#work"],
+                        "org.matrix.not_labels": ["#notfun"],
+                    }
+                }
+            }
+        )
+
+        events = self._test_sync_filter_labels(sync_filter)
+
+        self.assertEqual(len(events), 1, [event["content"] for event in events])
+        self.assertEqual(events[0]["content"]["body"], "with wrong label", events[0])
+
+    def _test_sync_filter_labels(self, sync_filter):
+        user_id = self.register_user("kermit", "test")
+        tok = self.login("kermit", "test")
+
+        room_id = self.helper.create_room_as(user_id, tok=tok)
+
+        self.helper.send_event(
+            room_id=room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with right label",
+                EventContentFields.LABELS: ["#fun"],
+            },
+            tok=tok,
+        )
+
+        self.helper.send_event(
+            room_id=room_id,
+            type=EventTypes.Message,
+            content={"msgtype": "m.text", "body": "without label"},
+            tok=tok,
+        )
+
+        self.helper.send_event(
+            room_id=room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with wrong label",
+                EventContentFields.LABELS: ["#work"],
+            },
+            tok=tok,
+        )
+
+        self.helper.send_event(
+            room_id=room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with two wrong labels",
+                EventContentFields.LABELS: ["#work", "#notfun"],
+            },
+            tok=tok,
+        )
+
+        self.helper.send_event(
+            room_id=room_id,
+            type=EventTypes.Message,
+            content={
+                "msgtype": "m.text",
+                "body": "with right label",
+                EventContentFields.LABELS: ["#fun"],
+            },
+            tok=tok,
+        )
+
+        request, channel = self.make_request(
+            "GET", "/sync?filter=%s" % sync_filter, access_token=tok
+        )
+        self.render(request)
+        self.assertEqual(channel.code, 200, channel.result)
+
+        return channel.json_body["rooms"]["join"][room_id]["timeline"]["events"]
+
+
 class SyncTypingTests(unittest.HomeserverTestCase):
 
     servlets = [
diff --git a/tests/server.py b/tests/server.py
index 469efb4edb..f878aeaada 100644
--- a/tests/server.py
+++ b/tests/server.py
@@ -395,11 +395,24 @@ class FakeTransport(object):
             self.disconnecting = True
             if self._protocol:
                 self._protocol.connectionLost(reason)
-            self.disconnected = True
+
+            # if we still have data to write, delay until that is done
+            if self.buffer:
+                logger.info(
+                    "FakeTransport: Delaying disconnect until buffer is flushed"
+                )
+            else:
+                self.disconnected = True
 
     def abortConnection(self):
         logger.info("FakeTransport: abortConnection()")
-        self.loseConnection()
+
+        if not self.disconnecting:
+            self.disconnecting = True
+            if self._protocol:
+                self._protocol.connectionLost(None)
+
+        self.disconnected = True
 
     def pauseProducing(self):
         if not self.producer:
@@ -430,6 +443,9 @@ class FakeTransport(object):
             self._reactor.callLater(0.0, _produce)
 
     def write(self, byt):
+        if self.disconnecting:
+            raise Exception("Writing to disconnecting FakeTransport")
+
         self.buffer = self.buffer + byt
 
         # always actually do the write asynchronously. Some protocols (notably the
@@ -474,6 +490,10 @@ class FakeTransport(object):
         if self.buffer and self.autoflush:
             self._reactor.callLater(0.0, self.flush)
 
+        if not self.buffer and self.disconnecting:
+            logger.info("FakeTransport: Buffer now empty, completing disconnect")
+            self.disconnected = True
+
 
 def connect_client(reactor: IReactorTCP, client_id: int) -> AccumulatingProtocol:
     """
diff --git a/tests/storage/test_devices.py b/tests/storage/test_devices.py
index 3cc18f9f1c..6f8d990959 100644
--- a/tests/storage/test_devices.py
+++ b/tests/storage/test_devices.py
@@ -72,7 +72,7 @@ class DeviceStoreTestCase(tests.unittest.TestCase):
         )
 
     @defer.inlineCallbacks
-    def test_get_devices_by_remote(self):
+    def test_get_device_updates_by_remote(self):
         device_ids = ["device_id1", "device_id2"]
 
         # Add two device updates with a single stream_id
@@ -81,7 +81,7 @@ class DeviceStoreTestCase(tests.unittest.TestCase):
         )
 
         # Get all device updates ever meant for this remote
-        now_stream_id, device_updates = yield self.store.get_devices_by_remote(
+        now_stream_id, device_updates = yield self.store.get_device_updates_by_remote(
             "somehost", -1, limit=100
         )
 
@@ -89,7 +89,7 @@ class DeviceStoreTestCase(tests.unittest.TestCase):
         self._check_devices_in_updates(device_ids, device_updates)
 
     @defer.inlineCallbacks
-    def test_get_devices_by_remote_limited(self):
+    def test_get_device_updates_by_remote_limited(self):
         # Test breaking the update limit in 1, 101, and 1 device_id segments
 
         # first add one device
@@ -115,20 +115,20 @@ class DeviceStoreTestCase(tests.unittest.TestCase):
         #
 
         # first we should get a single update
-        now_stream_id, device_updates = yield self.store.get_devices_by_remote(
+        now_stream_id, device_updates = yield self.store.get_device_updates_by_remote(
             "someotherhost", -1, limit=100
         )
         self._check_devices_in_updates(device_ids1, device_updates)
 
         # Then we should get an empty list back as the 101 devices broke the limit
-        now_stream_id, device_updates = yield self.store.get_devices_by_remote(
+        now_stream_id, device_updates = yield self.store.get_device_updates_by_remote(
             "someotherhost", now_stream_id, limit=100
         )
         self.assertEqual(len(device_updates), 0)
 
         # The 101 devices should've been cleared, so we should now just get one device
         # update
-        now_stream_id, device_updates = yield self.store.get_devices_by_remote(
+        now_stream_id, device_updates = yield self.store.get_device_updates_by_remote(
             "someotherhost", now_stream_id, limit=100
         )
         self._check_devices_in_updates(device_ids3, device_updates)
@@ -137,7 +137,9 @@ class DeviceStoreTestCase(tests.unittest.TestCase):
         """Check that an specific device ids exist in a list of device update EDUs"""
         self.assertEqual(len(device_updates), len(expected_device_ids))
 
-        received_device_ids = {update["device_id"] for update in device_updates}
+        received_device_ids = {
+            update["device_id"] for edu_type, update in device_updates
+        }
         self.assertEqual(received_device_ids, set(expected_device_ids))
 
     @defer.inlineCallbacks
diff --git a/tests/test_federation.py b/tests/test_federation.py
index d1acb16f30..7d82b58466 100644
--- a/tests/test_federation.py
+++ b/tests/test_federation.py
@@ -59,7 +59,9 @@ class MessageAcceptTests(unittest.TestCase):
         )
 
         self.handler = self.homeserver.get_handlers().federation_handler
-        self.handler.do_auth = lambda *a, **b: succeed(True)
+        self.handler.do_auth = lambda origin, event, context, auth_events: succeed(
+            context
+        )
         self.client = self.homeserver.get_federation_client()
         self.client._check_sigs_and_hash_and_fetch = lambda dest, pdus, **k: succeed(
             pdus
diff --git a/tox.ini b/tox.ini
index 50b6afe611..afe9bc909b 100644
--- a/tox.ini
+++ b/tox.ini
@@ -114,7 +114,7 @@ skip_install = True
 basepython = python3.6
 deps =
     flake8
-    black==19.3b0  # We pin so that our tests don't start failing on new releases of black.
+    black==19.10b0  # We pin so that our tests don't start failing on new releases of black.
 commands =
     python -m black --check --diff .
     /bin/sh -c "flake8 synapse tests scripts scripts-dev synctl {env:PEP8SUFFIX:}"
@@ -167,6 +167,6 @@ deps =
 env =
     MYPYPATH = stubs/
 extras = all
-commands = mypy --show-traceback --check-untyped-defs --show-error-codes --follow-imports=normal \
+commands = mypy \
             synapse/logging/ \
             synapse/config/