diff --git a/authentik/events/models.py b/authentik/events/models.py
index 9977c3381..f067a7ba2 100644
--- a/authentik/events/models.py
+++ b/authentik/events/models.py
@@ -1,7 +1,6 @@
 """authentik events models"""
 import time
 from collections import Counter
-from copy import deepcopy
 from datetime import timedelta
 from inspect import currentframe
 from smtplib import SMTPException
@@ -211,7 +210,7 @@ class Event(SerializerModel, ExpiringModel):
             current = currentframe()
             parent = current.f_back
             app = parent.f_globals["__name__"]
-        cleaned_kwargs = cleanse_dict(sanitize_dict(deepcopy(kwargs)))
+        cleaned_kwargs = cleanse_dict(sanitize_dict(kwargs))
         event = Event(action=action, app=app, context=cleaned_kwargs)
         return event
 
diff --git a/authentik/events/utils.py b/authentik/events/utils.py
index 23265fd9f..306897697 100644
--- a/authentik/events/utils.py
+++ b/authentik/events/utils.py
@@ -1,5 +1,6 @@
 """event utilities"""
 import re
+from copy import copy
 from dataclasses import asdict, is_dataclass
 from pathlib import Path
 from types import GeneratorType
@@ -87,9 +88,15 @@ def sanitize_item(value: Any) -> Any:
     """Sanitize a single item, ensure it is JSON parsable"""
     if is_dataclass(value):
         # Because asdict calls `copy.deepcopy(obj)` on everything that's not tuple/dict,
-        # and deepcopy doesn't work with HttpRequests (neither django nor rest_framework).
+        # and deepcopy doesn't work with HttpRequest (neither django nor rest_framework).
+        # (more specifically doesn't work with ResolverMatch)
+        # rest_framework's custom Request class makes this more complicated as it also holds a
+        # thread lock.
+        # Since this class is mainly used for Events which already hold the http request context
+        # we just remove the http_request from the shallow policy request
         # Currently, the only dataclass that actually holds an http request is a PolicyRequest
-        if isinstance(value, PolicyRequest):
+        if isinstance(value, PolicyRequest) and value.http_request is not None:
+            value: PolicyRequest = copy(value)
             value.http_request = None
         value = asdict(value)
     if isinstance(value, dict):
diff --git a/authentik/policies/tests/test_process.py b/authentik/policies/tests/test_process.py
index 3d55a4c70..33cd56350 100644
--- a/authentik/policies/tests/test_process.py
+++ b/authentik/policies/tests/test_process.py
@@ -2,6 +2,7 @@
 from django.contrib.auth.models import AnonymousUser
 from django.core.cache import cache
 from django.test import RequestFactory, TestCase
+from django.urls import resolve, reverse
 from guardian.shortcuts import get_anonymous_user
 
 from authentik.core.models import Application, Group, User
@@ -129,8 +130,9 @@ class TestPolicyProcess(TestCase):
         )
         binding = PolicyBinding(policy=policy, target=Application.objects.create(name="test"))
 
-        http_request = self.factory.get("/")
+        http_request = self.factory.get(reverse("authentik_core:impersonate-end"))
         http_request.user = self.user
+        http_request.resolver_match = resolve(reverse("authentik_core:impersonate-end"))
 
         request = PolicyRequest(self.user)
         request.set_http_request(http_request)