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

33 files changed, 635 insertions, 247 deletions

diff --git a/synapse/api/auth.py b/synapse/api/auth.py
index e37b807c94..7b213e54c8 100644
--- a/synapse/api/auth.py
+++ b/synapse/api/auth.py
@@ -65,7 +65,7 @@ class Auth(object):
         register_cache("cache", "token_cache", self.token_cache)
 
     @defer.inlineCallbacks
-    def check_from_context(self, event, context, do_sig_check=True):
+    def check_from_context(self, room_version, event, context, do_sig_check=True):
         prev_state_ids = yield context.get_prev_state_ids(self.store)
         auth_events_ids = yield self.compute_auth_events(
             event, prev_state_ids, for_verification=True,
@@ -74,12 +74,16 @@ class Auth(object):
         auth_events = {
             (e.type, e.state_key): e for e in itervalues(auth_events)
         }
-        self.check(event, auth_events=auth_events, do_sig_check=do_sig_check)
+        self.check(
+            room_version, event,
+            auth_events=auth_events, do_sig_check=do_sig_check,
+        )
 
-    def check(self, event, auth_events, do_sig_check=True):
+    def check(self, room_version, event, auth_events, do_sig_check=True):
         """ Checks if this event is correctly authed.
 
         Args:
+            room_version (str): version of the room
             event: the event being checked.
             auth_events (dict: event-key -> event): the existing room state.
 
@@ -88,7 +92,9 @@ class Auth(object):
             True if the auth checks pass.
         """
         with Measure(self.clock, "auth.check"):
-            event_auth.check(event, auth_events, do_sig_check=do_sig_check)
+            event_auth.check(
+                room_version, event, auth_events, do_sig_check=do_sig_check
+            )
 
     @defer.inlineCallbacks
     def check_joined_room(self, room_id, user_id, current_state=None):
diff --git a/synapse/app/client_reader.py b/synapse/app/client_reader.py
index 76aed8c60a..f8a417cb60 100644
--- a/synapse/app/client_reader.py
+++ b/synapse/app/client_reader.py
@@ -164,23 +164,23 @@ def start(config_options):
 
     database_engine = create_engine(config.database_config)
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
     ss = ClientReaderServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
     ss.setup()
-    ss.start_listening(config.worker_listeners)
 
     def start():
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
         ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
diff --git a/synapse/app/event_creator.py b/synapse/app/event_creator.py
index e4a68715aa..656e0edc0f 100644
--- a/synapse/app/event_creator.py
+++ b/synapse/app/event_creator.py
@@ -185,23 +185,23 @@ def start(config_options):
 
     database_engine = create_engine(config.database_config)
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
     ss = EventCreatorServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
     ss.setup()
-    ss.start_listening(config.worker_listeners)
 
     def start():
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
         ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
diff --git a/synapse/app/federation_reader.py b/synapse/app/federation_reader.py
index 228a297fb8..3de2715132 100644
--- a/synapse/app/federation_reader.py
+++ b/synapse/app/federation_reader.py
@@ -151,23 +151,23 @@ def start(config_options):
 
     database_engine = create_engine(config.database_config)
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
     ss = FederationReaderServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
     ss.setup()
-    ss.start_listening(config.worker_listeners)
 
     def start():
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
         ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
diff --git a/synapse/app/federation_sender.py b/synapse/app/federation_sender.py
index e9a99d76e1..d944e0517f 100644
--- a/synapse/app/federation_sender.py
+++ b/synapse/app/federation_sender.py
@@ -183,24 +183,24 @@ def start(config_options):
     # Force the pushers to start since they will be disabled in the main config
     config.send_federation = True
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
-    ps = FederationSenderServer(
+    ss = FederationSenderServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
-    ps.setup()
-    ps.start_listening(config.worker_listeners)
+    ss.setup()
 
     def start():
-        ps.get_datastore().start_profiling()
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
+        ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
     _base.start_worker_reactor("synapse-federation-sender", config)
diff --git a/synapse/app/frontend_proxy.py b/synapse/app/frontend_proxy.py
index f5c61dec5b..d9ef6edc3c 100644
--- a/synapse/app/frontend_proxy.py
+++ b/synapse/app/frontend_proxy.py
@@ -241,23 +241,23 @@ def start(config_options):
 
     database_engine = create_engine(config.database_config)
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
     ss = FrontendProxyServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
     ss.setup()
-    ss.start_listening(config.worker_listeners)
 
     def start():
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
         ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
diff --git a/synapse/app/media_repository.py b/synapse/app/media_repository.py
index acc0487adc..4ecf64031b 100644
--- a/synapse/app/media_repository.py
+++ b/synapse/app/media_repository.py
@@ -151,23 +151,23 @@ def start(config_options):
 
     database_engine = create_engine(config.database_config)
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
     ss = MediaRepositoryServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
     ss.setup()
-    ss.start_listening(config.worker_listeners)
 
     def start():
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
         ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
diff --git a/synapse/app/user_dir.py b/synapse/app/user_dir.py
index 0a5f62b509..176d55a783 100644
--- a/synapse/app/user_dir.py
+++ b/synapse/app/user_dir.py
@@ -211,24 +211,24 @@ def start(config_options):
     # Force the pushers to start since they will be disabled in the main config
     config.update_user_directory = True
 
-    tls_server_context_factory = context_factory.ServerContextFactory(config)
-    tls_client_options_factory = context_factory.ClientTLSOptionsFactory(config)
-
-    ps = UserDirectoryServer(
+    ss = UserDirectoryServer(
         config.server_name,
         db_config=config.database_config,
-        tls_server_context_factory=tls_server_context_factory,
-        tls_client_options_factory=tls_client_options_factory,
         config=config,
         version_string="Synapse/" + get_version_string(synapse),
         database_engine=database_engine,
     )
 
-    ps.setup()
-    ps.start_listening(config.worker_listeners)
+    ss.setup()
 
     def start():
-        ps.get_datastore().start_profiling()
+        ss.config.read_certificate_from_disk()
+        ss.tls_server_context_factory = context_factory.ServerContextFactory(config)
+        ss.tls_client_options_factory = context_factory.ClientTLSOptionsFactory(
+            config
+        )
+        ss.start_listening(config.worker_listeners)
+        ss.get_datastore().start_profiling()
 
     reactor.callWhenRunning(start)
 
diff --git a/synapse/crypto/event_signing.py b/synapse/crypto/event_signing.py
index 8774b28967..d01ac5075c 100644
--- a/synapse/crypto/event_signing.py
+++ b/synapse/crypto/event_signing.py
@@ -23,14 +23,14 @@ from signedjson.sign import sign_json
 from unpaddedbase64 import decode_base64, encode_base64
 
 from synapse.api.errors import Codes, SynapseError
-from synapse.events.utils import prune_event
+from synapse.events.utils import prune_event, prune_event_dict
 
 logger = logging.getLogger(__name__)
 
 
 def check_event_content_hash(event, hash_algorithm=hashlib.sha256):
     """Check whether the hash for this PDU matches the contents"""
-    name, expected_hash = compute_content_hash(event, hash_algorithm)
+    name, expected_hash = compute_content_hash(event.get_pdu_json(), hash_algorithm)
     logger.debug("Expecting hash: %s", encode_base64(expected_hash))
 
     # some malformed events lack a 'hashes'. Protect against it being missing
@@ -59,35 +59,70 @@ def check_event_content_hash(event, hash_algorithm=hashlib.sha256):
     return message_hash_bytes == expected_hash
 
 
-def compute_content_hash(event, hash_algorithm):
-    event_json = event.get_pdu_json()
-    event_json.pop("age_ts", None)
-    event_json.pop("unsigned", None)
-    event_json.pop("signatures", None)
-    event_json.pop("hashes", None)
-    event_json.pop("outlier", None)
-    event_json.pop("destinations", None)
+def compute_content_hash(event_dict, hash_algorithm):
+    """Compute the content hash of an event, which is the hash of the
+    unredacted event.
 
-    event_json_bytes = encode_canonical_json(event_json)
+    Args:
+        event_dict (dict): The unredacted event as a dict
+        hash_algorithm: A hasher from `hashlib`, e.g. hashlib.sha256, to use
+            to hash the event
+
+    Returns:
+        tuple[str, bytes]: A tuple of the name of hash and the hash as raw
+        bytes.
+    """
+    event_dict = dict(event_dict)
+    event_dict.pop("age_ts", None)
+    event_dict.pop("unsigned", None)
+    event_dict.pop("signatures", None)
+    event_dict.pop("hashes", None)
+    event_dict.pop("outlier", None)
+    event_dict.pop("destinations", None)
+
+    event_json_bytes = encode_canonical_json(event_dict)
 
     hashed = hash_algorithm(event_json_bytes)
     return (hashed.name, hashed.digest())
 
 
 def compute_event_reference_hash(event, hash_algorithm=hashlib.sha256):
+    """Computes the event reference hash. This is the hash of the redacted
+    event.
+
+    Args:
+        event (FrozenEvent)
+        hash_algorithm: A hasher from `hashlib`, e.g. hashlib.sha256, to use
+            to hash the event
+
+    Returns:
+        tuple[str, bytes]: A tuple of the name of hash and the hash as raw
+        bytes.
+    """
     tmp_event = prune_event(event)
-    event_json = tmp_event.get_pdu_json()
-    event_json.pop("signatures", None)
-    event_json.pop("age_ts", None)
-    event_json.pop("unsigned", None)
-    event_json_bytes = encode_canonical_json(event_json)
+    event_dict = tmp_event.get_pdu_json()
+    event_dict.pop("signatures", None)
+    event_dict.pop("age_ts", None)
+    event_dict.pop("unsigned", None)
+    event_json_bytes = encode_canonical_json(event_dict)
     hashed = hash_algorithm(event_json_bytes)
     return (hashed.name, hashed.digest())
 
 
-def compute_event_signature(event, signature_name, signing_key):
-    tmp_event = prune_event(event)
-    redact_json = tmp_event.get_pdu_json()
+def compute_event_signature(event_dict, signature_name, signing_key):
+    """Compute the signature of the event for the given name and key.
+
+    Args:
+        event_dict (dict): The event as a dict
+        signature_name (str): The name of the entity signing the event
+            (typically the server's hostname).
+        signing_key (syutil.crypto.SigningKey): The key to sign with
+
+    Returns:
+        dict[str, dict[str, str]]: Returns a dictionary in the same format of
+        an event's signatures field.
+    """
+    redact_json = prune_event_dict(event_dict)
     redact_json.pop("age_ts", None)
     redact_json.pop("unsigned", None)
     logger.debug("Signing event: %s", encode_canonical_json(redact_json))
@@ -98,23 +133,27 @@ def compute_event_signature(event, signature_name, signing_key):
 
 def add_hashes_and_signatures(event, signature_name, signing_key,
                               hash_algorithm=hashlib.sha256):
-    # if hasattr(event, "old_state_events"):
-    #     state_json_bytes = encode_canonical_json(
-    #         [e.event_id for e in event.old_state_events.values()]
-    #     )
-    #     hashed = hash_algorithm(state_json_bytes)
-    #     event.state_hash = {
-    #         hashed.name: encode_base64(hashed.digest())
-    #     }
-
-    name, digest = compute_content_hash(event, hash_algorithm=hash_algorithm)
+    """Add content hash and sign the event
+
+    Args:
+        event_dict (EventBuilder): The event to add hashes to and sign
+        signature_name (str): The name of the entity signing the event
+            (typically the server's hostname).
+        signing_key (syutil.crypto.SigningKey): The key to sign with
+        hash_algorithm: A hasher from `hashlib`, e.g. hashlib.sha256, to use
+            to hash the event
+    """
+
+    name, digest = compute_content_hash(
+        event.get_pdu_json(), hash_algorithm=hash_algorithm,
+    )
 
     if not hasattr(event, "hashes"):
         event.hashes = {}
     event.hashes[name] = encode_base64(digest)
 
     event.signatures = compute_event_signature(
-        event,
+        event.get_pdu_json(),
         signature_name=signature_name,
         signing_key=signing_key,
     )
diff --git a/synapse/event_auth.py b/synapse/event_auth.py
index c81d8e6729..9adedbbb02 100644
--- a/synapse/event_auth.py
+++ b/synapse/event_auth.py
@@ -27,10 +27,11 @@ from synapse.types import UserID, get_domain_from_id
 logger = logging.getLogger(__name__)
 
 
-def check(event, auth_events, do_sig_check=True, do_size_check=True):
+def check(room_version, event, auth_events, do_sig_check=True, do_size_check=True):
     """ Checks if this event is correctly authed.
 
     Args:
+        room_version (str): the version of the room
         event: the event being checked.
         auth_events (dict: event-key -> event): the existing room state.
 
diff --git a/synapse/events/__init__.py b/synapse/events/__init__.py
index 38470ad176..3fe52aaa45 100644
--- a/synapse/events/__init__.py
+++ b/synapse/events/__init__.py
@@ -18,7 +18,11 @@ from distutils.util import strtobool
 
 import six
 
-from synapse.api.constants import KNOWN_ROOM_VERSIONS, EventFormatVersions
+from synapse.api.constants import (
+    KNOWN_EVENT_FORMAT_VERSIONS,
+    KNOWN_ROOM_VERSIONS,
+    EventFormatVersions,
+)
 from synapse.util.caches import intern_dict
 from synapse.util.frozenutils import freeze
 
@@ -256,3 +260,21 @@ def room_version_to_event_format(room_version):
         raise RuntimeError("Unrecognized room version %s" % (room_version,))
 
     return EventFormatVersions.V1
+
+
+def event_type_from_format_version(format_version):
+    """Returns the python type to use to construct an Event object for the
+    given event format version.
+
+    Args:
+        format_version (int): The event format version
+
+    Returns:
+        type: A type that can be initialized as per the initializer of
+        `FrozenEvent`
+    """
+    if format_version not in KNOWN_EVENT_FORMAT_VERSIONS:
+        raise Exception(
+            "No event format %r" % (format_version,)
+        )
+    return FrozenEvent
diff --git a/synapse/events/builder.py b/synapse/events/builder.py
index e662eaef10..7e63371095 100644
--- a/synapse/events/builder.py
+++ b/synapse/events/builder.py
@@ -15,12 +15,39 @@
 
 import copy
 
+from synapse.api.constants import RoomVersions
 from synapse.types import EventID
 from synapse.util.stringutils import random_string
 
 from . import EventBase, FrozenEvent, _event_dict_property
 
 
+def get_event_builder(room_version, key_values={}, internal_metadata_dict={}):
+    """Generate an event builder appropriate for the given room version
+
+    Args:
+        room_version (str): Version of the room that we're creating an
+            event builder for
+        key_values (dict): Fields used as the basis of the new event
+        internal_metadata_dict (dict): Used to create the `_EventInternalMetadata`
+            object.
+
+    Returns:
+        EventBuilder
+    """
+    if room_version in {
+        RoomVersions.V1,
+        RoomVersions.V2,
+        RoomVersions.VDH_TEST,
+        RoomVersions.STATE_V2_TEST,
+    }:
+        return EventBuilder(key_values, internal_metadata_dict)
+    else:
+        raise Exception(
+            "No event format defined for version %r" % (room_version,)
+        )
+
+
 class EventBuilder(EventBase):
     def __init__(self, key_values={}, internal_metadata_dict={}):
         signatures = copy.deepcopy(key_values.pop("signatures", {}))
@@ -58,7 +85,29 @@ class EventBuilderFactory(object):
 
         return e_id.to_string()
 
-    def new(self, key_values={}):
+    def new(self, room_version, key_values={}):
+        """Generate an event builder appropriate for the given room version
+
+        Args:
+            room_version (str): Version of the room that we're creating an
+                event builder for
+            key_values (dict): Fields used as the basis of the new event
+
+        Returns:
+            EventBuilder
+        """
+
+        # There's currently only the one event version defined
+        if room_version not in {
+            RoomVersions.V1,
+            RoomVersions.V2,
+            RoomVersions.VDH_TEST,
+            RoomVersions.STATE_V2_TEST,
+        }:
+            raise Exception(
+                "No event format defined for version %r" % (room_version,)
+            )
+
         key_values["event_id"] = self.create_event_id()
 
         time_now = int(self.clock.time_msec())
diff --git a/synapse/events/utils.py b/synapse/events/utils.py
index 652941ca0d..63f693f259 100644
--- a/synapse/events/utils.py
+++ b/synapse/events/utils.py
@@ -38,8 +38,31 @@ def prune_event(event):
     This is used when we "redact" an event. We want to remove all fields that
     the user has specified, but we do want to keep necessary information like
     type, state_key etc.
+
+    Args:
+        event (FrozenEvent)
+
+    Returns:
+        FrozenEvent
+    """
+    pruned_event_dict = prune_event_dict(event.get_dict())
+
+    from . import event_type_from_format_version
+    return event_type_from_format_version(event.format_version)(
+        pruned_event_dict, event.internal_metadata.get_dict()
+    )
+
+
+def prune_event_dict(event_dict):
+    """Redacts the event_dict in the same way as `prune_event`, except it
+    operates on dicts rather than event objects
+
+    Args:
+        event_dict (dict)
+
+    Returns:
+        dict: A copy of the pruned event dict
     """
-    event_type = event.type
 
     allowed_keys = [
         "event_id",
@@ -59,13 +82,13 @@ def prune_event(event):
         "membership",
     ]
 
-    event_dict = event.get_dict()
+    event_type = event_dict["type"]
 
     new_content = {}
 
     def add_fields(*fields):
         for field in fields:
-            if field in event.content:
+            if field in event_dict["content"]:
                 new_content[field] = event_dict["content"][field]
 
     if event_type == EventTypes.Member:
@@ -98,17 +121,17 @@ def prune_event(event):
 
     allowed_fields["content"] = new_content
 
-    allowed_fields["unsigned"] = {}
+    unsigned = {}
+    allowed_fields["unsigned"] = unsigned
 
-    if "age_ts" in event.unsigned:
-        allowed_fields["unsigned"]["age_ts"] = event.unsigned["age_ts"]
-    if "replaces_state" in event.unsigned:
-        allowed_fields["unsigned"]["replaces_state"] = event.unsigned["replaces_state"]
+    event_unsigned = event_dict.get("unsigned", {})
 
-    return type(event)(
-        allowed_fields,
-        internal_metadata_dict=event.internal_metadata.get_dict()
-    )
+    if "age_ts" in event_unsigned:
+        unsigned["age_ts"] = event_unsigned["age_ts"]
+    if "replaces_state" in event_unsigned:
+        unsigned["replaces_state"] = event_unsigned["replaces_state"]
+
+    return allowed_fields
 
 
 def _copy_field(src, dst, field):
diff --git a/synapse/federation/federation_base.py b/synapse/federation/federation_base.py
index d749bfdd3a..5c31e5f85f 100644
--- a/synapse/federation/federation_base.py
+++ b/synapse/federation/federation_base.py
@@ -23,7 +23,7 @@ from twisted.internet.defer import DeferredList
 from synapse.api.constants import MAX_DEPTH, EventTypes, Membership
 from synapse.api.errors import Codes, SynapseError
 from synapse.crypto.event_signing import check_event_content_hash
-from synapse.events import FrozenEvent
+from synapse.events import event_type_from_format_version
 from synapse.events.utils import prune_event
 from synapse.http.servlet import assert_params_in_dict
 from synapse.types import get_domain_from_id
@@ -302,11 +302,12 @@ def _is_invite_via_3pid(event):
     )
 
 
-def event_from_pdu_json(pdu_json, outlier=False):
+def event_from_pdu_json(pdu_json, event_format_version, outlier=False):
     """Construct a FrozenEvent from an event json received over federation
 
     Args:
         pdu_json (object): pdu as received over federation
+        event_format_version (int): The event format version
         outlier (bool): True to mark this event as an outlier
 
     Returns:
@@ -330,8 +331,8 @@ def event_from_pdu_json(pdu_json, outlier=False):
     elif depth > MAX_DEPTH:
         raise SynapseError(400, "Depth too large", Codes.BAD_JSON)
 
-    event = FrozenEvent(
-        pdu_json
+    event = event_type_from_format_version(event_format_version)(
+        pdu_json,
     )
 
     event.internal_metadata.outlier = outlier
diff --git a/synapse/federation/federation_client.py b/synapse/federation/federation_client.py
index 33ecabca29..71809893c5 100644
--- a/synapse/federation/federation_client.py
+++ b/synapse/federation/federation_client.py
@@ -170,13 +170,13 @@ class FederationClient(FederationBase):
 
     @defer.inlineCallbacks
     @log_function
-    def backfill(self, dest, context, limit, extremities):
+    def backfill(self, dest, room_id, limit, extremities):
         """Requests some more historic PDUs for the given context from the
         given destination server.
 
         Args:
             dest (str): The remote home server to ask.
-            context (str): The context to backfill.
+            room_id (str): The room_id to backfill.
             limit (int): The maximum number of PDUs to return.
             extremities (list): List of PDU id and origins of the first pdus
                 we have seen from the context
@@ -191,12 +191,15 @@ class FederationClient(FederationBase):
             return
 
         transaction_data = yield self.transport_layer.backfill(
-            dest, context, extremities, limit)
+            dest, room_id, extremities, limit)
 
         logger.debug("backfill transaction_data=%s", repr(transaction_data))
 
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+
         pdus = [
-            event_from_pdu_json(p, outlier=False)
+            event_from_pdu_json(p, format_ver, outlier=False)
             for p in transaction_data["pdus"]
         ]
 
@@ -240,6 +243,8 @@ class FederationClient(FederationBase):
 
         pdu_attempts = self.pdu_destination_tried.setdefault(event_id, {})
 
+        format_ver = room_version_to_event_format(room_version)
+
         signed_pdu = None
         for destination in destinations:
             now = self._clock.time_msec()
@@ -255,7 +260,7 @@ class FederationClient(FederationBase):
                 logger.debug("transaction_data %r", transaction_data)
 
                 pdu_list = [
-                    event_from_pdu_json(p, outlier=outlier)
+                    event_from_pdu_json(p, format_ver, outlier=outlier)
                     for p in transaction_data["pdus"]
                 ]
 
@@ -349,12 +354,16 @@ class FederationClient(FederationBase):
             destination, room_id, event_id=event_id,
         )
 
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+
         pdus = [
-            event_from_pdu_json(p, outlier=True) for p in result["pdus"]
+            event_from_pdu_json(p, format_ver, outlier=True)
+            for p in result["pdus"]
         ]
 
         auth_chain = [
-            event_from_pdu_json(p, outlier=True)
+            event_from_pdu_json(p, format_ver, outlier=True)
             for p in result.get("auth_chain", [])
         ]
 
@@ -362,8 +371,6 @@ class FederationClient(FederationBase):
             ev.event_id for ev in itertools.chain(pdus, auth_chain)
         ])
 
-        room_version = yield self.store.get_room_version(room_id)
-
         signed_pdus = yield self._check_sigs_and_hash_and_fetch(
             destination,
             [p for p in pdus if p.event_id not in seen_events],
@@ -462,13 +469,14 @@ class FederationClient(FederationBase):
             destination, room_id, event_id,
         )
 
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+
         auth_chain = [
-            event_from_pdu_json(p, outlier=True)
+            event_from_pdu_json(p, format_ver, outlier=True)
             for p in res["auth_chain"]
         ]
 
-        room_version = yield self.store.get_room_version(room_id)
-
         signed_auth = yield self._check_sigs_and_hash_and_fetch(
             destination, auth_chain,
             outlier=True, room_version=room_version,
@@ -605,7 +613,7 @@ class FederationClient(FederationBase):
             pdu_dict.pop("origin_server_ts", None)
             pdu_dict.pop("unsigned", None)
 
-            builder = self.event_builder_factory.new(pdu_dict)
+            builder = self.event_builder_factory.new(room_version, pdu_dict)
             add_hashes_and_signatures(
                 builder,
                 self.hs.hostname,
@@ -621,7 +629,7 @@ class FederationClient(FederationBase):
             "make_" + membership, destinations, send_request,
         )
 
-    def send_join(self, destinations, pdu):
+    def send_join(self, destinations, pdu, event_format_version):
         """Sends a join event to one of a list of homeservers.
 
         Doing so will cause the remote server to add the event to the graph,
@@ -631,6 +639,7 @@ class FederationClient(FederationBase):
             destinations (str): Candidate homeservers which are probably
                 participating in the room.
             pdu (BaseEvent): event to be sent
+            event_format_version (int): The event format version
 
         Return:
             Deferred: resolves to a dict with members ``origin`` (a string
@@ -676,12 +685,12 @@ class FederationClient(FederationBase):
             logger.debug("Got content: %s", content)
 
             state = [
-                event_from_pdu_json(p, outlier=True)
+                event_from_pdu_json(p, event_format_version, outlier=True)
                 for p in content.get("state", [])
             ]
 
             auth_chain = [
-                event_from_pdu_json(p, outlier=True)
+                event_from_pdu_json(p, event_format_version, outlier=True)
                 for p in content.get("auth_chain", [])
             ]
 
@@ -759,7 +768,10 @@ class FederationClient(FederationBase):
 
         logger.debug("Got response to send_invite: %s", pdu_dict)
 
-        pdu = event_from_pdu_json(pdu_dict)
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+
+        pdu = event_from_pdu_json(pdu_dict, format_ver)
 
         # Check signatures are correct.
         pdu = yield self._check_sigs_and_hash(pdu)
@@ -837,13 +849,14 @@ class FederationClient(FederationBase):
             content=send_content,
         )
 
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+
         auth_chain = [
-            event_from_pdu_json(e)
+            event_from_pdu_json(e, format_ver)
             for e in content["auth_chain"]
         ]
 
-        room_version = yield self.store.get_room_version(room_id)
-
         signed_auth = yield self._check_sigs_and_hash_and_fetch(
             destination, auth_chain, outlier=True, room_version=room_version,
         )
@@ -887,13 +900,14 @@ class FederationClient(FederationBase):
                 timeout=timeout,
             )
 
+            room_version = yield self.store.get_room_version(room_id)
+            format_ver = room_version_to_event_format(room_version)
+
             events = [
-                event_from_pdu_json(e)
+                event_from_pdu_json(e, format_ver)
                 for e in content.get("events", [])
             ]
 
-            room_version = yield self.store.get_room_version(room_id)
-
             signed_events = yield self._check_sigs_and_hash_and_fetch(
                 destination, events, outlier=False, room_version=room_version,
             )
diff --git a/synapse/federation/federation_server.py b/synapse/federation/federation_server.py
index dde166e295..4aa04b9588 100644
--- a/synapse/federation/federation_server.py
+++ b/synapse/federation/federation_server.py
@@ -34,6 +34,7 @@ from synapse.api.errors import (
     SynapseError,
 )
 from synapse.crypto.event_signing import compute_event_signature
+from synapse.events import room_version_to_event_format
 from synapse.federation.federation_base import FederationBase, event_from_pdu_json
 from synapse.federation.persistence import TransactionActions
 from synapse.federation.units import Edu, Transaction
@@ -178,14 +179,13 @@ class FederationServer(FederationBase):
                 continue
 
             try:
-                # In future we will actually use the room version to parse the
-                # PDU into an event.
-                yield self.store.get_room_version(room_id)
+                room_version = yield self.store.get_room_version(room_id)
+                format_ver = room_version_to_event_format(room_version)
             except NotFoundError:
                 logger.info("Ignoring PDU for unknown room_id: %s", room_id)
                 continue
 
-            event = event_from_pdu_json(p)
+            event = event_from_pdu_json(p, format_ver)
             pdus_by_room.setdefault(room_id, []).append(event)
 
         pdu_results = {}
@@ -370,7 +370,9 @@ class FederationServer(FederationBase):
 
     @defer.inlineCallbacks
     def on_invite_request(self, origin, content, room_version):
-        pdu = event_from_pdu_json(content)
+        format_ver = room_version_to_event_format(room_version)
+
+        pdu = event_from_pdu_json(content, format_ver)
         origin_host, _ = parse_server_name(origin)
         yield self.check_server_matches_acl(origin_host, pdu.room_id)
         ret_pdu = yield self.handler.on_invite_request(origin, pdu)
@@ -378,9 +380,12 @@ class FederationServer(FederationBase):
         defer.returnValue({"event": ret_pdu.get_pdu_json(time_now)})
 
     @defer.inlineCallbacks
-    def on_send_join_request(self, origin, content):
+    def on_send_join_request(self, origin, content, room_id):
         logger.debug("on_send_join_request: content: %s", content)
-        pdu = event_from_pdu_json(content)
+
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+        pdu = event_from_pdu_json(content, format_ver)
 
         origin_host, _ = parse_server_name(origin)
         yield self.check_server_matches_acl(origin_host, pdu.room_id)
@@ -410,9 +415,12 @@ class FederationServer(FederationBase):
         })
 
     @defer.inlineCallbacks
-    def on_send_leave_request(self, origin, content):
+    def on_send_leave_request(self, origin, content, room_id):
         logger.debug("on_send_leave_request: content: %s", content)
-        pdu = event_from_pdu_json(content)
+
+        room_version = yield self.store.get_room_version(room_id)
+        format_ver = room_version_to_event_format(room_version)
+        pdu = event_from_pdu_json(content, format_ver)
 
         origin_host, _ = parse_server_name(origin)
         yield self.check_server_matches_acl(origin_host, pdu.room_id)
@@ -458,13 +466,14 @@ class FederationServer(FederationBase):
             origin_host, _ = parse_server_name(origin)
             yield self.check_server_matches_acl(origin_host, room_id)
 
+            room_version = yield self.store.get_room_version(room_id)
+            format_ver = room_version_to_event_format(room_version)
+
             auth_chain = [
-                event_from_pdu_json(e)
+                event_from_pdu_json(e, format_ver)
                 for e in content["auth_chain"]
             ]
 
-            room_version = yield self.store.get_room_version(room_id)
-
             signed_auth = yield self._check_sigs_and_hash_and_fetch(
                 origin, auth_chain, outlier=True, room_version=room_version,
             )
diff --git a/synapse/federation/transport/server.py b/synapse/federation/transport/server.py
index 4557a9e66e..67ae0212c3 100644
--- a/synapse/federation/transport/server.py
+++ b/synapse/federation/transport/server.py
@@ -469,7 +469,7 @@ class FederationSendLeaveServlet(BaseFederationServlet):
 
     @defer.inlineCallbacks
     def on_PUT(self, origin, content, query, room_id, event_id):
-        content = yield self.handler.on_send_leave_request(origin, content)
+        content = yield self.handler.on_send_leave_request(origin, content, room_id)
         defer.returnValue((200, content))
 
 
@@ -487,7 +487,7 @@ class FederationSendJoinServlet(BaseFederationServlet):
     def on_PUT(self, origin, content, query, context, event_id):
         # TODO(paul): assert that context/event_id parsed from path actually
         #   match those given in content
-        content = yield self.handler.on_send_join_request(origin, content)
+        content = yield self.handler.on_send_join_request(origin, content, context)
         defer.returnValue((200, content))
 
 
diff --git a/synapse/handlers/federation.py b/synapse/handlers/federation.py
index c52dca1b81..5adbe7b538 100644
--- a/synapse/handlers/federation.py
+++ b/synapse/handlers/federation.py
@@ -1061,7 +1061,7 @@ class FederationHandler(BaseHandler):
         """
         logger.debug("Joining %s to %s", joinee, room_id)
 
-        origin, event = yield self._make_and_verify_event(
+        origin, event, event_format_version = yield self._make_and_verify_event(
             target_hosts,
             room_id,
             joinee,
@@ -1091,7 +1091,9 @@ class FederationHandler(BaseHandler):
                 target_hosts.insert(0, origin)
             except ValueError:
                 pass
-            ret = yield self.federation_client.send_join(target_hosts, event)
+            ret = yield self.federation_client.send_join(
+                target_hosts, event, event_format_version,
+            )
 
             origin = ret["origin"]
             state = ret["state"]
@@ -1164,13 +1166,18 @@ class FederationHandler(BaseHandler):
         """
         event_content = {"membership": Membership.JOIN}
 
-        builder = self.event_builder_factory.new({
-            "type": EventTypes.Member,
-            "content": event_content,
-            "room_id": room_id,
-            "sender": user_id,
-            "state_key": user_id,
-        })
+        room_version = yield self.store.get_room_version(room_id)
+
+        builder = self.event_builder_factory.new(
+            room_version,
+            {
+                "type": EventTypes.Member,
+                "content": event_content,
+                "room_id": room_id,
+                "sender": user_id,
+                "state_key": user_id,
+            }
+        )
 
         try:
             event, context = yield self.event_creation_handler.create_new_client_event(
@@ -1182,7 +1189,9 @@ class FederationHandler(BaseHandler):
 
         # The remote hasn't signed it yet, obviously. We'll do the full checks
         # when we get the event back in `on_send_join_request`
-        yield self.auth.check_from_context(event, context, do_sig_check=False)
+        yield self.auth.check_from_context(
+            room_version, event, context, do_sig_check=False,
+        )
 
         defer.returnValue(event)
 
@@ -1304,7 +1313,7 @@ class FederationHandler(BaseHandler):
 
     @defer.inlineCallbacks
     def do_remotely_reject_invite(self, target_hosts, room_id, user_id):
-        origin, event = yield self._make_and_verify_event(
+        origin, event, event_format_version = yield self._make_and_verify_event(
             target_hosts,
             room_id,
             user_id,
@@ -1336,7 +1345,7 @@ class FederationHandler(BaseHandler):
     @defer.inlineCallbacks
     def _make_and_verify_event(self, target_hosts, room_id, user_id, membership,
                                content={}, params=None):
-        origin, pdu, _ = yield self.federation_client.make_membership_event(
+        origin, event, format_ver = yield self.federation_client.make_membership_event(
             target_hosts,
             room_id,
             user_id,
@@ -1345,9 +1354,7 @@ class FederationHandler(BaseHandler):
             params=params,
         )
 
-        logger.debug("Got response to make_%s: %s", membership, pdu)
-
-        event = pdu
+        logger.debug("Got response to make_%s: %s", membership, event)
 
         # We should assert some things.
         # FIXME: Do this in a nicer way
@@ -1355,7 +1362,7 @@ class FederationHandler(BaseHandler):
         assert(event.user_id == user_id)
         assert(event.state_key == user_id)
         assert(event.room_id == room_id)
-        defer.returnValue((origin, event))
+        defer.returnValue((origin, event, format_ver))
 
     @defer.inlineCallbacks
     @log_function
@@ -1364,13 +1371,17 @@ class FederationHandler(BaseHandler):
         leave event for the room and return that. We do *not* persist or
         process it until the other server has signed it and sent it back.
         """
-        builder = self.event_builder_factory.new({
-            "type": EventTypes.Member,
-            "content": {"membership": Membership.LEAVE},
-            "room_id": room_id,
-            "sender": user_id,
-            "state_key": user_id,
-        })
+        room_version = yield self.store.get_room_version(room_id)
+        builder = self.event_builder_factory.new(
+            room_version,
+            {
+                "type": EventTypes.Member,
+                "content": {"membership": Membership.LEAVE},
+                "room_id": room_id,
+                "sender": user_id,
+                "state_key": user_id,
+            }
+        )
 
         event, context = yield self.event_creation_handler.create_new_client_event(
             builder=builder,
@@ -1379,7 +1390,9 @@ class FederationHandler(BaseHandler):
         try:
             # The remote hasn't signed it yet, obviously. We'll do the full checks
             # when we get the event back in `on_send_leave_request`
-            yield self.auth.check_from_context(event, context, do_sig_check=False)
+            yield self.auth.check_from_context(
+                room_version, event, context, do_sig_check=False,
+            )
         except AuthError as e:
             logger.warn("Failed to create new leave %r because %s", event, e)
             raise e
@@ -1674,7 +1687,7 @@ class FederationHandler(BaseHandler):
                 auth_for_e[(EventTypes.Create, "")] = create_event
 
             try:
-                self.auth.check(e, auth_events=auth_for_e)
+                self.auth.check(room_version, e, auth_events=auth_for_e)
             except SynapseError as err:
                 # we may get SynapseErrors here as well as AuthErrors. For
                 # instance, there are a couple of (ancient) events in some
@@ -1918,6 +1931,8 @@ class FederationHandler(BaseHandler):
         current_state = set(e.event_id for e in auth_events.values())
         different_auth = event_auth_events - current_state
 
+        room_version = yield self.store.get_room_version(event.room_id)
+
         if different_auth and not event.internal_metadata.is_outlier():
             # Do auth conflict res.
             logger.info("Different auth: %s", different_auth)
@@ -1942,8 +1957,6 @@ class FederationHandler(BaseHandler):
                     (d.type, d.state_key): d for d in different_events if d
                 })
 
-                room_version = yield self.store.get_room_version(event.room_id)
-
                 new_state = yield self.state_handler.resolve_events(
                     room_version,
                     [list(local_view.values()), list(remote_view.values())],
@@ -2043,7 +2056,7 @@ class FederationHandler(BaseHandler):
                 )
 
         try:
-            self.auth.check(event, auth_events=auth_events)
+            self.auth.check(room_version, event, auth_events=auth_events)
         except AuthError as e:
             logger.warn("Failed auth resolution for %r because %s", event, e)
             raise e
@@ -2266,18 +2279,20 @@ class FederationHandler(BaseHandler):
         }
 
         if (yield self.auth.check_host_in_room(room_id, self.hs.hostname)):
-            builder = self.event_builder_factory.new(event_dict)
+            room_version = yield self.store.get_room_version(room_id)
+            builder = self.event_builder_factory.new(room_version, event_dict)
+
             EventValidator().validate_new(builder)
             event, context = yield self.event_creation_handler.create_new_client_event(
                 builder=builder
             )
 
             event, context = yield self.add_display_name_to_third_party_invite(
-                event_dict, event, context
+                room_version, event_dict, event, context
             )
 
             try:
-                yield self.auth.check_from_context(event, context)
+                yield self.auth.check_from_context(room_version, event, context)
             except AuthError as e:
                 logger.warn("Denying new third party invite %r because %s", event, e)
                 raise e
@@ -2304,18 +2319,22 @@ class FederationHandler(BaseHandler):
         Returns:
             Deferred: resolves (to None)
         """
-        builder = self.event_builder_factory.new(event_dict)
+        room_version = yield self.store.get_room_version(room_id)
+
+        # NB: event_dict has a particular specced format we might need to fudge
+        # if we change event formats too much.
+        builder = self.event_builder_factory.new(room_version, event_dict)
 
         event, context = yield self.event_creation_handler.create_new_client_event(
             builder=builder,
         )
 
         event, context = yield self.add_display_name_to_third_party_invite(
-            event_dict, event, context
+            room_version, event_dict, event, context
         )
 
         try:
-            self.auth.check_from_context(event, context)
+            self.auth.check_from_context(room_version, event, context)
         except AuthError as e:
             logger.warn("Denying third party invite %r because %s", event, e)
             raise e
@@ -2331,7 +2350,8 @@ class FederationHandler(BaseHandler):
         yield member_handler.send_membership_event(None, event, context)
 
     @defer.inlineCallbacks
-    def add_display_name_to_third_party_invite(self, event_dict, event, context):
+    def add_display_name_to_third_party_invite(self, room_version, event_dict,
+                                               event, context):
         key = (
             EventTypes.ThirdPartyInvite,
             event.content["third_party_invite"]["signed"]["token"]
@@ -2355,7 +2375,7 @@ class FederationHandler(BaseHandler):
             # auth checks. If we need the invite and don't have it then the
             # auth check code will explode appropriately.
 
-        builder = self.event_builder_factory.new(event_dict)
+        builder = self.event_builder_factory.new(room_version, event_dict)
         EventValidator().validate_new(builder)
         event, context = yield self.event_creation_handler.create_new_client_event(
             builder=builder,
diff --git a/synapse/handlers/message.py b/synapse/handlers/message.py
index feed4558c7..5a7b80d5ef 100644
--- a/synapse/handlers/message.py
+++ b/synapse/handlers/message.py
@@ -22,7 +22,7 @@ from canonicaljson import encode_canonical_json, json
 from twisted.internet import defer
 from twisted.internet.defer import succeed
 
-from synapse.api.constants import MAX_DEPTH, EventTypes, Membership
+from synapse.api.constants import MAX_DEPTH, EventTypes, Membership, RoomVersions
 from synapse.api.errors import (
     AuthError,
     Codes,
@@ -278,7 +278,15 @@ class EventCreationHandler(object):
         """
         yield self.auth.check_auth_blocking(requester.user.to_string())
 
-        builder = self.event_builder_factory.new(event_dict)
+        if event_dict["type"] == EventTypes.Create and event_dict["state_key"] == "":
+            room_version = event_dict["content"]["room_version"]
+        else:
+            try:
+                room_version = yield self.store.get_room_version(event_dict["room_id"])
+            except NotFoundError:
+                raise AuthError(403, "Unknown room")
+
+        builder = self.event_builder_factory.new(room_version, event_dict)
 
         self.validator.validate_new(builder)
 
@@ -603,8 +611,13 @@ class EventCreationHandler(object):
             extra_users (list(UserID)): Any extra users to notify about event
         """
 
+        if event.is_state() and (event.type, event.state_key) == (EventTypes.Create, ""):
+            room_version = event.content.get("room_version", RoomVersions.V1)
+        else:
+            room_version = yield self.store.get_room_version(event.room_id)
+
         try:
-            yield self.auth.check_from_context(event, context)
+            yield self.auth.check_from_context(room_version, event, context)
         except AuthError as err:
             logger.warn("Denying new event %r because %s", event, err)
             raise err
diff --git a/synapse/handlers/room.py b/synapse/handlers/room.py
index cb8c5f77dd..13ba9291b0 100644
--- a/synapse/handlers/room.py
+++ b/synapse/handlers/room.py
@@ -123,9 +123,12 @@ class RoomCreationHandler(BaseHandler):
                     token_id=requester.access_token_id,
                 )
             )
-            yield self.auth.check_from_context(tombstone_event, tombstone_context)
+            old_room_version = yield self.store.get_room_version(old_room_id)
+            yield self.auth.check_from_context(
+                old_room_version, tombstone_event, tombstone_context,
+            )
 
-            yield self.clone_exiting_room(
+            yield self.clone_existing_room(
                 requester,
                 old_room_id=old_room_id,
                 new_room_id=new_room_id,
@@ -230,7 +233,7 @@ class RoomCreationHandler(BaseHandler):
         )
 
     @defer.inlineCallbacks
-    def clone_exiting_room(
+    def clone_existing_room(
             self, requester, old_room_id, new_room_id, new_room_version,
             tombstone_event_id,
     ):
@@ -262,6 +265,7 @@ class RoomCreationHandler(BaseHandler):
 
         initial_state = dict()
 
+        # Replicate relevant room events
         types_to_copy = (
             (EventTypes.JoinRules, ""),
             (EventTypes.Name, ""),
diff --git a/synapse/handlers/room_member.py b/synapse/handlers/room_member.py
index f7a4381989..4c5c26ad15 100644
--- a/synapse/handlers/room_member.py
+++ b/synapse/handlers/room_member.py
@@ -63,7 +63,7 @@ class RoomMemberHandler(object):
         self.directory_handler = hs.get_handlers().directory_handler
         self.registration_handler = hs.get_handlers().registration_handler
         self.profile_handler = hs.get_profile_handler()
-        self.event_creation_hander = hs.get_event_creation_handler()
+        self.event_creation_handler = hs.get_event_creation_handler()
 
         self.member_linearizer = Linearizer(name="member")
         self.member_limiter = Linearizer(max_count=10, name="member_as_limiter")
@@ -162,6 +162,8 @@ class RoomMemberHandler(object):
         ratelimit=True,
         content=None,
     ):
+        user_id = target.to_string()
+
         if content is None:
             content = {}
 
@@ -169,14 +171,14 @@ class RoomMemberHandler(object):
         if requester.is_guest:
             content["kind"] = "guest"
 
-        event, context = yield self.event_creation_hander.create_event(
+        event, context = yield self.event_creation_handler.create_event(
             requester,
             {
                 "type": EventTypes.Member,
                 "content": content,
                 "room_id": room_id,
                 "sender": requester.user.to_string(),
-                "state_key": target.to_string(),
+                "state_key": user_id,
 
                 # For backwards compatibility:
                 "membership": membership,
@@ -187,14 +189,14 @@ class RoomMemberHandler(object):
         )
 
         # Check if this event matches the previous membership event for the user.
-        duplicate = yield self.event_creation_hander.deduplicate_state_event(
+        duplicate = yield self.event_creation_handler.deduplicate_state_event(
             event, context,
         )
         if duplicate is not None:
             # Discard the new event since this membership change is a no-op.
             defer.returnValue(duplicate)
 
-        yield self.event_creation_hander.handle_new_client_event(
+        yield self.event_creation_handler.handle_new_client_event(
             requester,
             event,
             context,
@@ -205,12 +207,12 @@ class RoomMemberHandler(object):
         prev_state_ids = yield context.get_prev_state_ids(self.store)
 
         prev_member_event_id = prev_state_ids.get(
-            (EventTypes.Member, target.to_string()),
+            (EventTypes.Member, user_id),
             None
         )
 
         if event.membership == Membership.JOIN:
-            # Only fire user_joined_room if the user has acutally joined the
+            # Only fire user_joined_room if the user has actually joined the
             # room. Don't bother if the user is just changing their profile
             # info.
             newly_joined = True
@@ -219,6 +221,18 @@ class RoomMemberHandler(object):
                 newly_joined = prev_member_event.membership != Membership.JOIN
             if newly_joined:
                 yield self._user_joined_room(target, room_id)
+
+            # Copy over direct message status and room tags if this is a join
+            # on an upgraded room
+
+            # Check if this is an upgraded room
+            predecessor = yield self.store.get_room_predecessor(room_id)
+
+            if predecessor:
+                # It is an upgraded room. Copy over old tags
+                self.copy_room_tags_and_direct_to_room(
+                    predecessor["room_id"], room_id, user_id,
+                )
         elif event.membership == Membership.LEAVE:
             if prev_member_event_id:
                 prev_member_event = yield self.store.get_event(prev_member_event_id)
@@ -228,6 +242,55 @@ class RoomMemberHandler(object):
         defer.returnValue(event)
 
     @defer.inlineCallbacks
+    def copy_room_tags_and_direct_to_room(
+        self,
+        old_room_id,
+        new_room_id,
+        user_id,
+    ):
+        """Copies the tags and direct room state from one room to another.
+
+        Args:
+            old_room_id (str)
+            new_room_id (str)
+            user_id (str)
+
+        Returns:
+            Deferred[None]
+        """
+        # Retrieve user account data for predecessor room
+        user_account_data, _ = yield self.store.get_account_data_for_user(
+            user_id,
+        )
+
+        # Copy direct message state if applicable
+        direct_rooms = user_account_data.get("m.direct", {})
+
+        # Check which key this room is under
+        if isinstance(direct_rooms, dict):
+            for key, room_id_list in direct_rooms.items():
+                if old_room_id in room_id_list and new_room_id not in room_id_list:
+                    # Add new room_id to this key
+                    direct_rooms[key].append(new_room_id)
+
+                    # Save back to user's m.direct account data
+                    yield self.store.add_account_data_for_user(
+                        user_id, "m.direct", direct_rooms,
+                    )
+                    break
+
+        # Copy room tags if applicable
+        room_tags = yield self.store.get_tags_for_room(
+            user_id, old_room_id,
+        )
+
+        # Copy each room tag to the new room
+        for tag, tag_content in room_tags.items():
+            yield self.store.add_tag_to_room(
+                user_id, new_room_id, tag, tag_content
+            )
+
+    @defer.inlineCallbacks
     def update_membership(
             self,
             requester,
@@ -513,7 +576,7 @@ class RoomMemberHandler(object):
         else:
             requester = synapse.types.create_requester(target_user)
 
-        prev_event = yield self.event_creation_hander.deduplicate_state_event(
+        prev_event = yield self.event_creation_handler.deduplicate_state_event(
             event, context,
         )
         if prev_event is not None:
@@ -533,7 +596,7 @@ class RoomMemberHandler(object):
             if is_blocked:
                 raise SynapseError(403, "This room has been blocked on this server")
 
-        yield self.event_creation_hander.handle_new_client_event(
+        yield self.event_creation_handler.handle_new_client_event(
             requester,
             event,
             context,
@@ -547,7 +610,7 @@ class RoomMemberHandler(object):
         )
 
         if event.membership == Membership.JOIN:
-            # Only fire user_joined_room if the user has acutally joined the
+            # Only fire user_joined_room if the user has actually joined the
             # room. Don't bother if the user is just changing their profile
             # info.
             newly_joined = True
@@ -775,7 +838,7 @@ class RoomMemberHandler(object):
             )
         )
 
-        yield self.event_creation_hander.create_and_send_nonmember_event(
+        yield self.event_creation_handler.create_and_send_nonmember_event(
             requester,
             {
                 "type": EventTypes.ThirdPartyInvite,
diff --git a/synapse/http/federation/matrix_federation_agent.py b/synapse/http/federation/matrix_federation_agent.py
index 1788e9a34a..4a6f634c8b 100644
--- a/synapse/http/federation/matrix_federation_agent.py
+++ b/synapse/http/federation/matrix_federation_agent.py
@@ -14,6 +14,8 @@
 # limitations under the License.
 import logging
 
+import attr
+from netaddr import IPAddress
 from zope.interface import implementer
 
 from twisted.internet import defer
@@ -22,7 +24,6 @@ from twisted.web.client import URI, Agent, HTTPConnectionPool
 from twisted.web.http_headers import Headers
 from twisted.web.iweb import IAgent
 
-from synapse.http.endpoint import parse_server_name
 from synapse.http.federation.srv_resolver import SrvResolver, pick_server_from_list
 from synapse.util.logcontext import make_deferred_yieldable
 
@@ -86,29 +87,20 @@ class MatrixFederationAgent(object):
                 response from being received (including problems that prevent the request
                 from being sent).
         """
+        parsed_uri = URI.fromBytes(uri, defaultPort=-1)
+        res = yield self._route_matrix_uri(parsed_uri)
 
-        parsed_uri = URI.fromBytes(uri)
-        server_name_bytes = parsed_uri.netloc
-        host, port = parse_server_name(server_name_bytes.decode("ascii"))
-
+        # set up the TLS connection params
+        #
         # XXX disabling TLS is really only supported here for the benefit of the
         # unit tests. We should make the UTs cope with TLS rather than having to make
         # the code support the unit tests.
         if self._tls_client_options_factory is None:
             tls_options = None
         else:
-            tls_options = self._tls_client_options_factory.get_options(host)
-
-        if port is not None:
-            target = (host, port)
-        else:
-            service_name = b"_matrix._tcp.%s" % (server_name_bytes, )
-            server_list = yield self._srv_resolver.resolve_service(service_name)
-            if not server_list:
-                target = (host, 8448)
-                logger.debug("No SRV record for %s, using %s", host, target)
-            else:
-                target = pick_server_from_list(server_list)
+            tls_options = self._tls_client_options_factory.get_options(
+                res.tls_server_name.decode("ascii")
+            )
 
         # make sure that the Host header is set correctly
         if headers is None:
@@ -117,13 +109,13 @@ class MatrixFederationAgent(object):
             headers = headers.copy()
 
         if not headers.hasHeader(b'host'):
-            headers.addRawHeader(b'host', server_name_bytes)
+            headers.addRawHeader(b'host', res.host_header)
 
         class EndpointFactory(object):
             @staticmethod
             def endpointForURI(_uri):
-                logger.info("Connecting to %s:%s", target[0], target[1])
-                ep = HostnameEndpoint(self._reactor, host=target[0], port=target[1])
+                logger.info("Connecting to %s:%s", res.target_host, res.target_port)
+                ep = HostnameEndpoint(self._reactor, res.target_host, res.target_port)
                 if tls_options is not None:
                     ep = wrapClientTLS(tls_options, ep)
                 return ep
@@ -133,3 +125,111 @@ class MatrixFederationAgent(object):
             agent.request(method, uri, headers, bodyProducer)
         )
         defer.returnValue(res)
+
+    @defer.inlineCallbacks
+    def _route_matrix_uri(self, parsed_uri):
+        """Helper for `request`: determine the routing for a Matrix URI
+
+        Args:
+            parsed_uri (twisted.web.client.URI): uri to route. Note that it should be
+                parsed with URI.fromBytes(uri, defaultPort=-1) to set the `port` to -1
+                if there is no explicit port given.
+
+        Returns:
+            Deferred[_RoutingResult]
+        """
+        # check for an IP literal
+        try:
+            ip_address = IPAddress(parsed_uri.host.decode("ascii"))
+        except Exception:
+            # not an IP address
+            ip_address = None
+
+        if ip_address:
+            port = parsed_uri.port
+            if port == -1:
+                port = 8448
+            defer.returnValue(_RoutingResult(
+                host_header=parsed_uri.netloc,
+                tls_server_name=parsed_uri.host,
+                target_host=parsed_uri.host,
+                target_port=port,
+            ))
+
+        if parsed_uri.port != -1:
+            # there is an explicit port
+            defer.returnValue(_RoutingResult(
+                host_header=parsed_uri.netloc,
+                tls_server_name=parsed_uri.host,
+                target_host=parsed_uri.host,
+                target_port=parsed_uri.port,
+            ))
+
+        # try a SRV lookup
+        service_name = b"_matrix._tcp.%s" % (parsed_uri.host,)
+        server_list = yield self._srv_resolver.resolve_service(service_name)
+
+        if not server_list:
+            target_host = parsed_uri.host
+            port = 8448
+            logger.debug(
+                "No SRV record for %s, using %s:%i",
+                parsed_uri.host.decode("ascii"), target_host.decode("ascii"), port,
+            )
+        else:
+            target_host, port = pick_server_from_list(server_list)
+            logger.debug(
+                "Picked %s:%i from SRV records for %s",
+                target_host.decode("ascii"), port, parsed_uri.host.decode("ascii"),
+            )
+
+        defer.returnValue(_RoutingResult(
+            host_header=parsed_uri.netloc,
+            tls_server_name=parsed_uri.host,
+            target_host=target_host,
+            target_port=port,
+        ))
+
+
+@attr.s
+class _RoutingResult(object):
+    """The result returned by `_route_matrix_uri`.
+
+    Contains the parameters needed to direct a federation connection to a particular
+    server.
+
+    Where a SRV record points to several servers, this object contains a single server
+    chosen from the list.
+    """
+
+    host_header = attr.ib()
+    """
+    The value we should assign to the Host header (host:port from the matrix
+    URI, or .well-known).
+
+    :type: bytes
+    """
+
+    tls_server_name = attr.ib()
+    """
+    The server name we should set in the SNI (typically host, without port, from the
+    matrix URI or .well-known)
+
+    :type: bytes
+    """
+
+    target_host = attr.ib()
+    """
+    The hostname (or IP literal) we should route the TCP connection to (the target of the
+    SRV record, or the hostname from the URL/.well-known)
+
+    :type: bytes
+    """
+
+    target_port = attr.ib()
+    """
+    The port we should route the TCP connection to (the target of the SRV record, or
+    the port from the URL/.well-known, or 8448)
+
+    :type: int
+    """
diff --git a/synapse/replication/http/federation.py b/synapse/replication/http/federation.py
index 64a79da162..2e16c69666 100644
--- a/synapse/replication/http/federation.py
+++ b/synapse/replication/http/federation.py
@@ -17,7 +17,7 @@ import logging
 
 from twisted.internet import defer
 
-from synapse.events import FrozenEvent
+from synapse.events import event_type_from_format_version
 from synapse.events.snapshot import EventContext
 from synapse.http.servlet import parse_json_object_from_request
 from synapse.replication.http._base import ReplicationEndpoint
@@ -70,6 +70,7 @@ class ReplicationFederationSendEventsRestServlet(ReplicationEndpoint):
 
             event_payloads.append({
                 "event": event.get_pdu_json(),
+                "event_format_version": event.format_version,
                 "internal_metadata": event.internal_metadata.get_dict(),
                 "rejected_reason": event.rejected_reason,
                 "context": serialized_context,
@@ -94,9 +95,12 @@ class ReplicationFederationSendEventsRestServlet(ReplicationEndpoint):
             event_and_contexts = []
             for event_payload in event_payloads:
                 event_dict = event_payload["event"]
+                format_ver = content["event_format_version"]
                 internal_metadata = event_payload["internal_metadata"]
                 rejected_reason = event_payload["rejected_reason"]
-                event = FrozenEvent(event_dict, internal_metadata, rejected_reason)
+
+                EventType = event_type_from_format_version(format_ver)
+                event = EventType(event_dict, internal_metadata, rejected_reason)
 
                 context = yield EventContext.deserialize(
                     self.store, event_payload["context"],
diff --git a/synapse/replication/http/send_event.py b/synapse/replication/http/send_event.py
index 5b52c91650..3635015eda 100644
--- a/synapse/replication/http/send_event.py
+++ b/synapse/replication/http/send_event.py
@@ -17,7 +17,7 @@ import logging
 
 from twisted.internet import defer
 
-from synapse.events import FrozenEvent
+from synapse.events import event_type_from_format_version
 from synapse.events.snapshot import EventContext
 from synapse.http.servlet import parse_json_object_from_request
 from synapse.replication.http._base import ReplicationEndpoint
@@ -74,6 +74,7 @@ class ReplicationSendEventRestServlet(ReplicationEndpoint):
 
         payload = {
             "event": event.get_pdu_json(),
+            "event_format_version": event.format_version,
             "internal_metadata": event.internal_metadata.get_dict(),
             "rejected_reason": event.rejected_reason,
             "context": serialized_context,
@@ -90,9 +91,12 @@ class ReplicationSendEventRestServlet(ReplicationEndpoint):
             content = parse_json_object_from_request(request)
 
             event_dict = content["event"]
+            format_ver = content["event_format_version"]
             internal_metadata = content["internal_metadata"]
             rejected_reason = content["rejected_reason"]
-            event = FrozenEvent(event_dict, internal_metadata, rejected_reason)
+
+            EventType = event_type_from_format_version(format_ver)
+            event = EventType(event_dict, internal_metadata, rejected_reason)
 
             requester = Requester.deserialize(self.store, content["requester"])
             context = yield EventContext.deserialize(self.store, content["context"])
diff --git a/synapse/rest/client/v1/room.py b/synapse/rest/client/v1/room.py
index fcfe7857f6..48da4d557f 100644
--- a/synapse/rest/client/v1/room.py
+++ b/synapse/rest/client/v1/room.py
@@ -89,7 +89,7 @@ class RoomStateEventRestServlet(ClientV1RestServlet):
     def __init__(self, hs):
         super(RoomStateEventRestServlet, self).__init__(hs)
         self.handlers = hs.get_handlers()
-        self.event_creation_hander = hs.get_event_creation_handler()
+        self.event_creation_handler = hs.get_event_creation_handler()
         self.room_member_handler = hs.get_room_member_handler()
         self.message_handler = hs.get_message_handler()
 
@@ -172,7 +172,7 @@ class RoomStateEventRestServlet(ClientV1RestServlet):
                 content=content,
             )
         else:
-            event = yield self.event_creation_hander.create_and_send_nonmember_event(
+            event = yield self.event_creation_handler.create_and_send_nonmember_event(
                 requester,
                 event_dict,
                 txn_id=txn_id,
@@ -189,7 +189,7 @@ class RoomSendEventRestServlet(ClientV1RestServlet):
 
     def __init__(self, hs):
         super(RoomSendEventRestServlet, self).__init__(hs)
-        self.event_creation_hander = hs.get_event_creation_handler()
+        self.event_creation_handler = hs.get_event_creation_handler()
 
     def register(self, http_server):
         # /rooms/$roomid/send/$event_type[/$txn_id]
@@ -211,7 +211,7 @@ class RoomSendEventRestServlet(ClientV1RestServlet):
         if b'ts' in request.args and requester.app_service:
             event_dict['origin_server_ts'] = parse_integer(request, "ts", 0)
 
-        event = yield self.event_creation_hander.create_and_send_nonmember_event(
+        event = yield self.event_creation_handler.create_and_send_nonmember_event(
             requester,
             event_dict,
             txn_id=txn_id,
diff --git a/synapse/state/__init__.py b/synapse/state/__init__.py
index e9ecb00277..2fca51d0b2 100644
--- a/synapse/state/__init__.py
+++ b/synapse/state/__init__.py
@@ -611,7 +611,7 @@ def resolve_events_with_store(room_version, state_sets, event_map, state_res_sto
         RoomVersions.VDH_TEST, RoomVersions.STATE_V2_TEST, RoomVersions.V2,
     ):
         return v2.resolve_events_with_store(
-            state_sets, event_map, state_res_store,
+            room_version, state_sets, event_map, state_res_store,
         )
     else:
         # This should only happen if we added a version but forgot to add it to
diff --git a/synapse/state/v1.py b/synapse/state/v1.py
index 19e091ce3b..6d3afcae7c 100644
--- a/synapse/state/v1.py
+++ b/synapse/state/v1.py
@@ -21,7 +21,7 @@ from six import iteritems, iterkeys, itervalues
 from twisted.internet import defer
 
 from synapse import event_auth
-from synapse.api.constants import EventTypes
+from synapse.api.constants import EventTypes, RoomVersions
 from synapse.api.errors import AuthError
 
 logger = logging.getLogger(__name__)
@@ -274,7 +274,11 @@ def _resolve_auth_events(events, auth_events):
         auth_events[(prev_event.type, prev_event.state_key)] = prev_event
         try:
             # The signatures have already been checked at this point
-            event_auth.check(event, auth_events, do_sig_check=False, do_size_check=False)
+            event_auth.check(
+                RoomVersions.V1, event, auth_events,
+                do_sig_check=False,
+                do_size_check=False,
+            )
             prev_event = event
         except AuthError:
             return prev_event
@@ -286,7 +290,11 @@ def _resolve_normal_events(events, auth_events):
     for event in _ordered_events(events):
         try:
             # The signatures have already been checked at this point
-            event_auth.check(event, auth_events, do_sig_check=False, do_size_check=False)
+            event_auth.check(
+                RoomVersions.V1, event, auth_events,
+                do_sig_check=False,
+                do_size_check=False,
+            )
             return event
         except AuthError:
             pass
diff --git a/synapse/state/v2.py b/synapse/state/v2.py
index 3573bb0028..650995c92c 100644
--- a/synapse/state/v2.py
+++ b/synapse/state/v2.py
@@ -29,10 +29,12 @@ logger = logging.getLogger(__name__)
 
 
 @defer.inlineCallbacks
-def resolve_events_with_store(state_sets, event_map, state_res_store):
+def resolve_events_with_store(room_version, state_sets, event_map, state_res_store):
     """Resolves the state using the v2 state resolution algorithm
 
     Args:
+        room_version (str): The room version
+
         state_sets(list): List of dicts of (type, state_key) -> event_id,
             which are the different state groups to resolve.
 
@@ -104,7 +106,7 @@ def resolve_events_with_store(state_sets, event_map, state_res_store):
 
     # Now sequentially auth each one
     resolved_state = yield _iterative_auth_checks(
-        sorted_power_events, unconflicted_state, event_map,
+        room_version, sorted_power_events, unconflicted_state, event_map,
         state_res_store,
     )
 
@@ -129,7 +131,7 @@ def resolve_events_with_store(state_sets, event_map, state_res_store):
     logger.debug("resolving remaining events")
 
     resolved_state = yield _iterative_auth_checks(
-        leftover_events, resolved_state, event_map,
+        room_version, leftover_events, resolved_state, event_map,
         state_res_store,
     )
 
@@ -350,11 +352,13 @@ def _reverse_topological_power_sort(event_ids, event_map, state_res_store, auth_
 
 
 @defer.inlineCallbacks
-def _iterative_auth_checks(event_ids, base_state, event_map, state_res_store):
+def _iterative_auth_checks(room_version, event_ids, base_state, event_map,
+                           state_res_store):
     """Sequentially apply auth checks to each event in given list, updating the
     state as it goes along.
 
     Args:
+        room_version (str)
         event_ids (list[str]): Ordered list of events to apply auth checks to
         base_state (dict[tuple[str, str], str]): The set of state to start with
         event_map (dict[str,FrozenEvent])
@@ -385,7 +389,7 @@ def _iterative_auth_checks(event_ids, base_state, event_map, state_res_store):
 
         try:
             event_auth.check(
-                event, auth_events,
+                room_version, event, auth_events,
                 do_sig_check=False,
                 do_size_check=False
             )
diff --git a/synapse/storage/_base.py b/synapse/storage/_base.py
index f62f70b9f1..4872ff55b6 100644
--- a/synapse/storage/_base.py
+++ b/synapse/storage/_base.py
@@ -27,7 +27,7 @@ from twisted.internet import defer
 
 from synapse.api.errors import StoreError
 from synapse.metrics.background_process_metrics import run_as_background_process
-from synapse.storage.engines import PostgresEngine
+from synapse.storage.engines import PostgresEngine, Sqlite3Engine
 from synapse.util.caches.descriptors import Cache
 from synapse.util.logcontext import LoggingContext, PreserveLoggingContext
 from synapse.util.stringutils import exception_to_unicode
@@ -196,6 +196,12 @@ class SQLBaseStore(object):
         # A set of tables that are not safe to use native upserts in.
         self._unsafe_to_upsert_tables = {"user_ips"}
 
+        # We add the user_directory_search table to the blacklist on SQLite
+        # because the existing search table does not have an index, making it
+        # unsafe to use native upserts.
+        if isinstance(self.database_engine, Sqlite3Engine):
+            self._unsafe_to_upsert_tables.add("user_directory_search")
+
         if self.database_engine.can_native_upsert:
             # Check ASAP (and then later, every 1s) to see if we have finished
             # background updates of tables that aren't safe to update.
@@ -230,7 +236,7 @@ class SQLBaseStore(object):
             self._unsafe_to_upsert_tables.discard("user_ips")
 
         # If there's any tables left to check, reschedule to run.
-        if self._unsafe_to_upsert_tables:
+        if updates:
             self._clock.call_later(
                 15.0,
                 run_as_background_process,
diff --git a/synapse/storage/background_updates.py b/synapse/storage/background_updates.py
index 5fe1ca2de7..60cdc884e6 100644
--- a/synapse/storage/background_updates.py
+++ b/synapse/storage/background_updates.py
@@ -240,7 +240,7 @@ class BackgroundUpdateStore(SQLBaseStore):
         * An integer count of the number of items to update in this batch.
 
         The handler should return a deferred integer count of items updated.
-        The hander is responsible for updating the progress of the update.
+        The handler is responsible for updating the progress of the update.
 
         Args:
             update_name(str): The name of the update that this code handles.
diff --git a/synapse/storage/engines/sqlite.py b/synapse/storage/engines/sqlite.py
index 31b8449ca1..059ab81055 100644
--- a/synapse/storage/engines/sqlite.py
+++ b/synapse/storage/engines/sqlite.py
@@ -33,14 +33,10 @@ class Sqlite3Engine(object):
     @property
     def can_native_upsert(self):
         """
-        Do we support native UPSERTs?
+        Do we support native UPSERTs? This requires SQLite3 3.24+, plus some
+        more work we haven't done yet to tell what was inserted vs updated.
         """
-        # SQLite3 3.24+ supports them, but empirically the unit tests don't work
-        # when its enabled.
-        # FIXME: Figure out what is wrong so we can re-enable native upserts
-
-        # return self.module.sqlite_version_info >= (3, 24, 0)
-        return False
+        return self.module.sqlite_version_info >= (3, 24, 0)
 
     def check_database(self, txn):
         pass
diff --git a/synapse/storage/events_worker.py b/synapse/storage/events_worker.py
index 599f892858..0a0ca58fc4 100644
--- a/synapse/storage/events_worker.py
+++ b/synapse/storage/events_worker.py
@@ -23,7 +23,7 @@ from twisted.internet import defer
 
 from synapse.api.constants import EventFormatVersions
 from synapse.api.errors import NotFoundError
-from synapse.events import FrozenEvent
+from synapse.events import FrozenEvent, event_type_from_format_version  # noqa: F401
 # these are only included to make the type annotations work
 from synapse.events.snapshot import EventContext  # noqa: F401
 from synapse.events.utils import prune_event
@@ -412,11 +412,7 @@ class EventsWorkerStore(SQLBaseStore):
                 # of a event format version, so it must be a V1 event.
                 format_version = EventFormatVersions.V1
 
-            # TODO: When we implement new event formats we'll need to use a
-            # different event python type
-            assert format_version == EventFormatVersions.V1
-
-            original_ev = FrozenEvent(
+            original_ev = event_type_from_format_version(format_version)(
                 event_dict=d,
                 internal_metadata_dict=internal_metadata,
                 rejected_reason=rejected_reason,
diff --git a/synapse/storage/monthly_active_users.py b/synapse/storage/monthly_active_users.py
index d6fc8edd4c..9e7e09b8c1 100644
--- a/synapse/storage/monthly_active_users.py
+++ b/synapse/storage/monthly_active_users.py
@@ -197,15 +197,21 @@ class MonthlyActiveUsersStore(SQLBaseStore):
         if is_support:
             return
 
-        is_insert = yield self.runInteraction(
+        yield self.runInteraction(
             "upsert_monthly_active_user", self.upsert_monthly_active_user_txn,
             user_id
         )
 
-        if is_insert:
-            self.user_last_seen_monthly_active.invalidate((user_id,))
+        user_in_mau = self.user_last_seen_monthly_active.cache.get(
+            (user_id,),
+            None,
+            update_metrics=False
+        )
+        if user_in_mau is None:
             self.get_monthly_active_count.invalidate(())
 
+        self.user_last_seen_monthly_active.invalidate((user_id,))
+
     def upsert_monthly_active_user_txn(self, txn, user_id):
         """Updates or inserts monthly active user member