diff --git a/test/asynchronous/test_ssl.py b/test/asynchronous/test_ssl.py
index 023ee91680..a05bc9379d 100644
--- a/test/asynchronous/test_ssl.py
+++ b/test/asynchronous/test_ssl.py
@@ -323,7 +323,7 @@ async def test_cert_ssl_validation_hostname_matching(self):
 
         response = await self.client.admin.command(HelloCompat.LEGACY_CMD)
 
-        with self.assertRaises(ConnectionFailure):
+        with self.assertRaises(ConnectionFailure) as cm:
             await connected(
                 self.simple_client(
                     "server",
@@ -335,6 +335,8 @@ async def test_cert_ssl_validation_hostname_matching(self):
                     **self.credentials,  # type: ignore[arg-type]
                 )
             )
+        # PYTHON-5414 Check for "module service_identity has no attribute SICertificateError"
+        self.assertNotIn("has no attribute", str(cm.exception))
 
         await connected(
             self.simple_client(
diff --git a/test/test_ssl.py b/test/test_ssl.py
index 93a4b4e6ec..3ac0a4555a 100644
--- a/test/test_ssl.py
+++ b/test/test_ssl.py
@@ -323,7 +323,7 @@ def test_cert_ssl_validation_hostname_matching(self):
 
         response = self.client.admin.command(HelloCompat.LEGACY_CMD)
 
-        with self.assertRaises(ConnectionFailure):
+        with self.assertRaises(ConnectionFailure) as cm:
             connected(
                 self.simple_client(
                     "server",
@@ -335,6 +335,8 @@ def test_cert_ssl_validation_hostname_matching(self):
                     **self.credentials,  # type: ignore[arg-type]
                 )
             )
+        # PYTHON-5414 Check for "module service_identity has no attribute SICertificateError"
+        self.assertNotIn("has no attribute", str(cm.exception))
 
         connected(
             self.simple_client(