diff --git a/test/test_topology.py b/test/test_topology.py
index f2e7a91cda..c87c48819e 100644
--- a/test/test_topology.py
+++ b/test/test_topology.py
@@ -23,7 +23,7 @@
 
 from test import client_knobs, unittest
 from test.pymongo_mocks import DummyMonitor
-from test.utils import MockPool, flaky
+from test.utils import MockPool
 from test.utils_shared import wait_until
 
 from bson.objectid import ObjectId
@@ -755,7 +755,6 @@ def get_primary():
 class TestTopologyErrors(TopologyTest):
     # Errors when calling hello.
 
-    @flaky(reason="PYTHON-5366")
     def test_pool_reset(self):
         # hello succeeds at first, then always raises socket error.
         hello_count = [0]
@@ -776,7 +775,11 @@ def _check_with_socket(self, *args, **kwargs):
 
         # Pool is reset by hello failure.
         t.request_check_all()
-        self.assertNotEqual(generation, server.pool.gen.get_overall())
+        # Wait for the monitor's hello failure to trigger Pool.reset() and bump the generation.
+        wait_until(
+            lambda: server.pool.gen.get_overall() != generation,
+            "pool reset after failed monitor check",
+        )
 
     def test_hello_retry(self):
         # hello succeeds at first, then raises socket error, then succeeds.