diff --git a/authentik/providers/oauth2/tests/test_userinfo.py b/authentik/providers/oauth2/tests/test_userinfo.py
new file mode 100644
index 000000000..462e748da
--- /dev/null
+++ b/authentik/providers/oauth2/tests/test_userinfo.py
@@ -0,0 +1,111 @@
+"""Test userinfo view"""
+import json
+from dataclasses import asdict
+
+from django.urls import reverse
+from django.utils.encoding import force_str
+
+from authentik.core.models import Application, User
+from authentik.crypto.models import CertificateKeyPair
+from authentik.events.models import Event, EventAction
+from authentik.flows.models import Flow
+from authentik.managed.manager import ObjectManager
+from authentik.providers.oauth2.generators import (
+    generate_client_id,
+    generate_client_secret,
+)
+from authentik.providers.oauth2.models import (
+    IDToken,
+    OAuth2Provider,
+    RefreshToken,
+    ScopeMapping,
+)
+from authentik.providers.oauth2.tests.utils import OAuthTestCase
+
+
+class TestUserinfo(OAuthTestCase):
+    """Test token view"""
+
+    def setUp(self) -> None:
+        super().setUp()
+        ObjectManager().run()
+        self.app = Application.objects.create(name="test", slug="test")
+        self.provider: OAuth2Provider = OAuth2Provider.objects.create(
+            name="test",
+            client_id=generate_client_id(),
+            client_secret=generate_client_secret(),
+            authorization_flow=Flow.objects.first(),
+            redirect_uris="",
+            rsa_key=CertificateKeyPair.objects.first(),
+        )
+        self.provider.property_mappings.set(ScopeMapping.objects.all())
+        # Needs to be assigned to an application for iss to be set
+        self.app.provider = self.provider
+        self.app.save()
+        self.user = User.objects.get(username="akadmin")
+        self.token: RefreshToken = RefreshToken.objects.create(
+            provider=self.provider,
+            user=self.user,
+            access_token=generate_client_id(),
+            refresh_token=generate_client_id(),
+            _scope="openid user profile",
+            _id_token=json.dumps(
+                asdict(
+                    IDToken("foo", "bar"),
+                )
+            ),
+        )
+
+    def test_userinfo_normal(self):
+        """test user info with all normal scopes"""
+        res = self.client.get(
+            reverse("authentik_providers_oauth2:userinfo"),
+            HTTP_AUTHORIZATION=f"Bearer {self.token.access_token}",
+        )
+        self.assertJSONEqual(
+            force_str(res.content),
+            {
+                "name": "authentik Default Admin",
+                "given_name": "authentik Default Admin",
+                "family_name": "",
+                "preferred_username": "akadmin",
+                "nickname": "akadmin",
+                "groups": ["authentik Admins"],
+                "sub": "bar",
+            },
+        )
+        self.assertEqual(res.status_code, 200)
+
+    def test_userinfo_invalid_scope(self):
+        """test user info with a broken scope"""
+        scope = ScopeMapping.objects.create(
+            name="test", scope_name="openid", expression="q"
+        )
+        self.provider.property_mappings.add(scope)
+
+        res = self.client.get(
+            reverse("authentik_providers_oauth2:userinfo"),
+            HTTP_AUTHORIZATION=f"Bearer {self.token.access_token}",
+        )
+        self.assertJSONEqual(
+            force_str(res.content),
+            {
+                "name": "authentik Default Admin",
+                "given_name": "authentik Default Admin",
+                "family_name": "",
+                "preferred_username": "akadmin",
+                "nickname": "akadmin",
+                "groups": ["authentik Admins"],
+                "sub": "bar",
+            },
+        )
+        self.assertEqual(res.status_code, 200)
+
+        events = Event.objects.filter(
+            action=EventAction.CONFIGURATION_ERROR,
+        )
+        self.assertTrue(events.exists())
+        self.assertEqual(
+            events.first().context["message"],
+            "Failed to evaluate property-mapping: name 'q' is not defined",
+        )
diff --git a/authentik/providers/oauth2/views/userinfo.py b/authentik/providers/oauth2/views/userinfo.py
index 3c544b425..119ec79c2 100644
--- a/authentik/providers/oauth2/views/userinfo.py
+++ b/authentik/providers/oauth2/views/userinfo.py
@@ -7,6 +7,8 @@ from django.http.response import HttpResponseBadRequest
 from django.views import View
 from structlog.stdlib import get_logger
 
+from authentik.core.exceptions import PropertyMappingExpressionException
+from authentik.events.models import Event, EventAction
 from authentik.providers.oauth2.constants import (
     SCOPE_GITHUB_ORG_READ,
     SCOPE_GITHUB_USER,
@@ -63,12 +65,20 @@ class UserInfoView(View):
         for scope in ScopeMapping.objects.filter(
             provider=token.provider, scope_name__in=scopes_from_client
         ).order_by("scope_name"):
-            value = scope.evaluate(
-                user=token.user,
-                request=self.request,
-                provider=token.provider,
-                token=token,
-            )
+            value = None
+            try:
+                value = scope.evaluate(
+                    user=token.user,
+                    request=self.request,
+                    provider=token.provider,
+                    token=token,
+                )
+            except PropertyMappingExpressionException as exc:
+                Event.new(
+                    EventAction.CONFIGURATION_ERROR,
+                    message=f"Failed to evaluate property-mapping: {str(exc)}",
+                    mapping=scope,
+                ).from_http(self.request)
             if value is None:
                 continue
             if not isinstance(value, dict):