diff --git a/roles/matrix-synapse/defaults/main.yml b/roles/matrix-synapse/defaults/main.yml
index cb5f9a3a..8251481f 100644
--- a/roles/matrix-synapse/defaults/main.yml
+++ b/roles/matrix-synapse/defaults/main.yml
@@ -15,8 +15,8 @@ matrix_synapse_docker_image_name_prefix: "{{ 'localhost/' if matrix_synapse_cont
 # amd64 gets released first.
 # arm32 relies on self-building, so the same version can be built immediately.
 # arm64 users need to wait for a prebuilt image to become available.
-matrix_synapse_version: v1.36.0
-matrix_synapse_version_arm64: v1.36.0
+matrix_synapse_version: v1.37.0
+matrix_synapse_version_arm64: v1.37.0
 matrix_synapse_docker_image_tag: "{{ matrix_synapse_version if matrix_architecture in ['arm32', 'amd64'] else matrix_synapse_version_arm64 }}"
 matrix_synapse_docker_image_force_pull: "{{ matrix_synapse_docker_image.endswith(':latest') }}"
 
diff --git a/roles/matrix-synapse/templates/synapse/homeserver.yaml.j2 b/roles/matrix-synapse/templates/synapse/homeserver.yaml.j2
index d92efdba..f3d0734b 100644
--- a/roles/matrix-synapse/templates/synapse/homeserver.yaml.j2
+++ b/roles/matrix-synapse/templates/synapse/homeserver.yaml.j2
@@ -7,6 +7,22 @@
 #
 # [1] https://docs.ansible.com/ansible/latest/reference_appendices/YAMLSyntax.html
 
+
+## Modules ##
+
+# Server admins can expand Synapse's functionality with external modules.
+#
+# See https://matrix-org.github.io/synapse/develop/modules.html for more
+# documentation on how to configure or create custom modules for Synapse.
+#
+modules:
+    # - module: my_super_module.MySuperClass
+    #   config:
+    #       do_thing: true
+    # - module: my_other_super_module.SomeClass
+    #   config: {}
+
+
 ## Server ##
 
 # The public-facing domain of the server
@@ -574,13 +590,9 @@ retention:
 # This certificate, as of Synapse 1.0, will need to be a valid and verifiable
 # certificate, signed by a recognised Certificate Authority.
 #
-# 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`).
+# 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: {{ matrix_synapse_tls_certificate_path|to_json }}
 
@@ -631,80 +643,6 @@ tls_private_key_path: {{ matrix_synapse_tls_private_key_path|to_json }}
 #  - myCA2.pem
 #  - myCA3.pem
 
-# ACME support: This will configure Synapse to request a valid TLS certificate
-# for your configured `server_name` via Let's Encrypt.
-#
-# Note that ACME v1 is now deprecated, and Synapse currently doesn't support
-# ACME v2. This means that this feature currently won't work with installs set
-# up after November 2019. For more info, and alternative solutions, see
-# https://github.com/matrix-org/synapse/blob/master/docs/ACME.md#deprecation-of-acme-v1
-#
-# Note that provisioning a certificate in this way requires port 80 to be
-# routed to Synapse so that it can complete the http-01 ACME challenge.
-# By default, if you enable ACME support, Synapse will attempt to listen on
-# port 80 for incoming http-01 challenges - however, this will likely fail
-# with 'Permission denied' or a similar error.
-#
-# There are a couple of potential solutions to this:
-#
-#  * If you already have an Apache, Nginx, or similar listening on port 80,
-#    you can configure Synapse to use an alternate port, and have your web
-#    server forward the requests. For example, assuming you set 'port: 8009'
-#    below, on Apache, you would write:
-#
-#    ProxyPass /.well-known/acme-challenge http://localhost:8009/.well-known/acme-challenge
-#
-#  * Alternatively, you can use something like `authbind` to give Synapse
-#    permission to listen on port 80.
-#
-acme:
-    # ACME support is disabled by default. Uncomment the following line
-    # (and tls_certificate_path and tls_private_key_path above) to enable it.
-    #
-    #enabled: true
-
-    # Endpoint to use to request certificates. If you only want to test,
-    # use Let's Encrypt's staging url:
-    #     https://acme-staging.api.letsencrypt.org/directory
-    #
-    #url: https://acme-v01.api.letsencrypt.org/directory
-
-    # Port number to listen on for the HTTP-01 challenge. Change this if
-    # you are forwarding connections through Apache/Nginx/etc.
-    #
-    #port: 80
-
-    # Local addresses to listen on for incoming connections.
-    # Again, you may want to change this if you are forwarding connections
-    # through Apache/Nginx/etc.
-    #
-    #bind_addresses: ['::', '0.0.0.0']
-
-    # How many days remaining on a certificate before it is renewed.
-    #
-    #reprovision_threshold: 30
-
-    # The domain that the certificate should be for. Normally this
-    # should be the same as your Matrix domain (i.e., 'server_name'), but,
-    # by putting a file at 'https://<server_name>/.well-known/matrix/server',
-    # you can delegate incoming traffic to another server. If you do that,
-    # you should give the target of the delegation here.
-    #
-    # For example: if your 'server_name' is 'example.com', but
-    # 'https://example.com/.well-known/matrix/server' delegates to
-    # 'matrix.example.com', you should put 'matrix.example.com' here.
-    #
-    # If not set, defaults to your 'server_name'.
-    #
-    #domain: matrix.example.com
-
-    # file to use for the account key. This will be generated if it doesn't
-    # exist.
-    #
-    # If unspecified, we will use CONFDIR/client.key.
-    #
-    #account_key_file: /data/acme_account.key
-
 
 ## Federation ##
 
@@ -957,6 +895,10 @@ media_store_path: "/matrix-media-store-parent/{{ matrix_synapse_media_store_dire
 
 # The largest allowed upload size in bytes
 #
+# If you are using a reverse proxy you may also need to set this value in
+# your reverse proxy's config. Notably Nginx has a small max body size by default.
+# See https://matrix-org.github.io/synapse/develop/reverse_proxy.html.
+#
 max_upload_size: "{{ matrix_synapse_max_upload_size_mb }}M"
 
 # Maximum number of pixels that will be thumbnailed
@@ -2045,6 +1987,17 @@ sso:
     #  - https://riot.im/develop
     #  - https://my.custom.client/
 
+    # Uncomment to keep a user's profile fields in sync with information from
+    # the identity provider. Currently only syncing the displayname is
+    # supported. Fields are checked on every SSO login, and are updated
+    # if necessary.
+    #
+    # Note that enabling this option will override user profile information,
+    # regardless of whether users have opted-out of syncing that
+    # information when first signing in. Defaults to false.
+    #
+    #update_profile_information: true
+
     # Directory in which Synapse will try to find the template files below.
     # If not set, or the files named below are not found within the template
     # directory, default templates from within the Synapse package will be used.
@@ -2326,6 +2279,10 @@ ui_auth:
     # the user-interactive authentication process, by allowing for multiple
     # (and potentially different) operations to use the same validation session.
     #
+    # This is ignored for potentially "dangerous" operations (including
+    # deactivating an account, modifying an account password, and
+    # adding a 3PID).
+    #
     # Uncomment below to allow for credential validation to last for 15
     # seconds.
     #