diff --git a/doc/examples/datetimes.rst b/doc/examples/datetimes.rst
index 2dc9c003eb..f9c9fa7a31 100644
--- a/doc/examples/datetimes.rst
+++ b/doc/examples/datetimes.rst
@@ -26,10 +26,10 @@ time into MongoDB:
 .. doctest::
 
    >>> result = db.objects.insert_one(
-   ...     {"last_modified": datetime.datetime.now(tz=timezone.utc)}
+   ...     {"last_modified": datetime.datetime.now(tz=datetime.timezone.utc)}
    ... )
 
-Always use :meth:`datetime.datetime.now(tz=timezone.utc)`, which explicitly returns the current time in
+Always use :meth:`datetime.datetime.now(tz=datetime.timezone.utc)`, which explicitly returns the current time in
 UTC, instead of :meth:`datetime.datetime.now`, with no arguments, which returns the current local
 time. Avoid doing this:
 
diff --git a/doc/tutorial.rst b/doc/tutorial.rst
index 768b535fe3..e33936363d 100644
--- a/doc/tutorial.rst
+++ b/doc/tutorial.rst
@@ -109,7 +109,7 @@ post:
   ...     "author": "Mike",
   ...     "text": "My first blog post!",
   ...     "tags": ["mongodb", "python", "pymongo"],
-  ...     "date": datetime.datetime.now(tz=timezone.utc),
+  ...     "date": datetime.datetime.now(tz=datetime.timezone.utc),
   ... }
 
 Note that documents can contain native Python types (like
diff --git a/pymongo/ocsp_cache.py b/pymongo/ocsp_cache.py
index b60a24b027..f6ac4bb08c 100644
--- a/pymongo/ocsp_cache.py
+++ b/pymongo/ocsp_cache.py
@@ -61,7 +61,11 @@ def __setitem__(self, key, value):
                 return
 
             # Do nothing if the response is invalid.
-            if not (value.this_update <= _datetime.now(tz=timezone.utc) < value.next_update):
+            if not (
+                value.this_update
+                <= _datetime.now(tz=timezone.utc).replace(tzinfo=None)
+                < value.next_update
+            ):
                 return
 
             # Cache new response OR update cached response if new response
@@ -82,7 +86,11 @@ def __getitem__(self, item):
             value = self._data[cache_key]
 
             # Return cached response if it is still valid.
-            if value.this_update <= _datetime.now(tz=timezone.utc) < value.next_update:
+            if (
+                value.this_update
+                <= _datetime.now(tz=timezone.utc).replace(tzinfo=None)
+                < value.next_update
+            ):
                 return value
 
             self._data.pop(cache_key, None)
diff --git a/pymongo/ocsp_support.py b/pymongo/ocsp_support.py
index dda92d0d3b..dd070748a4 100644
--- a/pymongo/ocsp_support.py
+++ b/pymongo/ocsp_support.py
@@ -220,7 +220,7 @@ def _verify_response(issuer, response):
 
     # Note that we are not using a "tolerance period" as discussed in
     # https://tools.ietf.org/rfc/rfc5019.txt?
-    now = _datetime.now(tz=timezone.utc)
+    now = _datetime.now(tz=timezone.utc).replace(tzinfo=None)
     # RFC6960, Section 3.2, Number 5
     if response.this_update > now:
         _LOGGER.debug("thisUpdate is in the future")
diff --git a/test/test_ocsp_cache.py b/test/test_ocsp_cache.py
index 3740b6b28a..7fff4fd902 100644
--- a/test/test_ocsp_cache.py
+++ b/test/test_ocsp_cache.py
@@ -61,7 +61,7 @@ def _create_mock_request(self):
         )
 
     def _create_mock_response(self, this_update_delta_seconds, next_update_delta_seconds):
-        now = datetime.now(tz=timezone.utc)
+        now = datetime.now(tz=timezone.utc).replace(tzinfo=None)
         this_update = now + timedelta(seconds=this_update_delta_seconds)
         if next_update_delta_seconds is not None:
             next_update = now + timedelta(seconds=next_update_delta_seconds)