diff --git a/test/asynchronous/test_pooling.py b/test/asynchronous/test_pooling.py
index 66edf0177f..cbf6d336bd 100644
--- a/test/asynchronous/test_pooling.py
+++ b/test/asynchronous/test_pooling.py
@@ -21,7 +21,7 @@
 import socket
 import sys
 import time
-from test.asynchronous.utils import async_get_pool, async_joinall
+from test.asynchronous.utils import async_get_pool, async_joinall, flaky
 
 from bson.codec_options import DEFAULT_CODEC_OPTIONS
 from bson.son import SON
@@ -429,6 +429,7 @@ async def find_one():
         # maxConnecting = unbounded: 30+ connections in ~0.140+ seconds
         print(len(pool.conns))
 
+    @flaky(reason="PYTHON-5492")
     @async_client_context.require_failCommand_appName
     async def test_csot_timeout_message(self):
         client = await self.async_rs_or_single_client(appName="connectionTimeoutApp")
diff --git a/test/test_pooling.py b/test/test_pooling.py
index b995c467c2..5ce4284e33 100644
--- a/test/test_pooling.py
+++ b/test/test_pooling.py
@@ -21,7 +21,7 @@
 import socket
 import sys
 import time
-from test.utils import get_pool, joinall
+from test.utils import flaky, get_pool, joinall
 
 from bson.codec_options import DEFAULT_CODEC_OPTIONS
 from bson.son import SON
@@ -429,6 +429,7 @@ def find_one():
         # maxConnecting = unbounded: 30+ connections in ~0.140+ seconds
         print(len(pool.conns))
 
+    @flaky(reason="PYTHON-5492")
     @client_context.require_failCommand_appName
     def test_csot_timeout_message(self):
         client = self.rs_or_single_client(appName="connectionTimeoutApp")