diff --git a/changelog.d/11190.bugfix b/changelog.d/11190.bugfix
new file mode 100644
index 0000000000000000000000000000000000000000..0d913805ac3fe079986ff4a7b7c9539894668951
--- /dev/null
+++ b/changelog.d/11190.bugfix
@@ -0,0 +1 @@
+Fix a performance regression introduced in 1.44.0 which could cause client requests to time out when making large numbers of outbound requests.
diff --git a/synapse/app/_base.py b/synapse/app/_base.py
index 03627cdcbad36ec0529263c754c25d70c3340071..f4c3f867a87ee764dc4d186fbf1dd9cb67fbcaaa 100644
--- a/synapse/app/_base.py
+++ b/synapse/app/_base.py
@@ -346,6 +346,7 @@ async def start(hs: "HomeServer"):
     # numbers of DNS requests don't starve out other users of the threadpool.
     resolver_threadpool = ThreadPool(name="gai_resolver")
     resolver_threadpool.start()
+    reactor.addSystemEventTrigger("during", "shutdown", resolver_threadpool.stop)
     reactor.installNameResolver(
         GAIResolver(reactor, getThreadPool=lambda: resolver_threadpool)
     )