diff --git a/INSTALL.md b/INSTALL.md
index 76833e0f8c..de6893530d 100644
--- a/INSTALL.md
+++ b/INSTALL.md
@@ -375,9 +375,13 @@ To configure Synapse to expose an HTTPS port, you will need to edit
* You will also need to uncomment the `tls_certificate_path` and
`tls_private_key_path` lines under the `TLS` section. You can either
point these settings at an existing certificate and key, or you can
- enable Synapse's built-in ACME (Let's Encrypt) support. Instructions
+ enable Synapse's built-in ACME (Let's Encrypt) support. Instructions
for having Synapse automatically provision and renew federation
- certificates through ACME can be found at [ACME.md](docs/ACME.md).
+ certificates through ACME can be found at [ACME.md](docs/ACME.md). If you
+ are using your own certificate, be sure to use a `.pem` file that includes
+ the full certificate chain including any intermediate certificates (for
+ instance, if using certbot, use `fullchain.pem` as your certificate, not
+ `cert.pem`).
For those of you upgrading your TLS certificate in readiness for Synapse 1.0,
please take a look at `our guide <docs/MSC1711_certificates_FAQ.md#configuring-certificates-for-compatibility-with-synapse-100>`_.
diff --git a/changelog.d/4849.misc b/changelog.d/4849.misc
new file mode 100644
index 0000000000..f2cab20b44
--- /dev/null
+++ b/changelog.d/4849.misc
@@ -0,0 +1 @@
+Update install docs to explicitly state a full-chain (not just the top-level) TLS certificate must be provided to Synapse. This caused some people's Synapse ports to appear correct in a browser but still (rightfully so) upset the federation tester.
\ No newline at end of file
diff --git a/docs/sample_config.yaml b/docs/sample_config.yaml
index 22d5e6b1d7..5f2534e465 100644
--- a/docs/sample_config.yaml
+++ b/docs/sample_config.yaml
@@ -246,6 +246,11 @@ listeners:
# See 'ACME support' below to enable auto-provisioning this certificate via
# Let's Encrypt.
#
+# If supplying your own, be sure to use a `.pem` file that includes the
+# full certificate chain including any intermediate certificates (for
+# instance, if using certbot, use `fullchain.pem` as your certificate,
+# not `cert.pem`).
+#
#tls_certificate_path: "CONFDIR/SERVERNAME.tls.crt"
# PEM-encoded private key for TLS
diff --git a/synapse/config/tls.py b/synapse/config/tls.py
index 40045de7ac..f0014902da 100644
--- a/synapse/config/tls.py
+++ b/synapse/config/tls.py
@@ -181,6 +181,11 @@ class TlsConfig(Config):
# See 'ACME support' below to enable auto-provisioning this certificate via
# Let's Encrypt.
#
+ # If supplying your own, be sure to use a `.pem` file that includes the
+ # full certificate chain including any intermediate certificates (for
+ # instance, if using certbot, use `fullchain.pem` as your certificate,
+ # not `cert.pem`).
+ #
#tls_certificate_path: "%(tls_certificate_path)s"
# PEM-encoded private key for TLS
|