diff --git a/authentik/core/models.py b/authentik/core/models.py
index 85ee1fd925..c81beffade 100644
--- a/authentik/core/models.py
+++ b/authentik/core/models.py
@@ -466,8 +466,6 @@ class ApplicationQuerySet(QuerySet):
     def with_provider(self) -> "QuerySet[Application]":
         qs = self.select_related("provider")
         for subclass in Provider.objects.get_queryset()._get_subclasses_recurse(Provider):
-            if LOOKUP_SEP in subclass:
-                continue
             qs = qs.select_related(f"provider__{subclass}")
         return qs
 
@@ -545,15 +543,20 @@ class Application(SerializerModel, PolicyBindingModel):
         if not self.provider:
             return None
 
+        candidates = []
         for subclass in Provider.objects.get_queryset()._get_subclasses_recurse(Provider):
-            # We don't care about recursion, skip nested models
-            if LOOKUP_SEP in subclass:
+            parent = self.provider
+            for level in subclass.split(LOOKUP_SEP):
+                try:
+                    parent = getattr(parent, level)
+                except AttributeError:
+                    break
+            if parent in candidates:
                 continue
-            try:
-                return getattr(self.provider, subclass)
-            except AttributeError:
-                pass
-        return None
+            candidates.insert(subclass.count(LOOKUP_SEP), parent)
+        if not candidates:
+            return None
+        return candidates[-1]
 
     def __str__(self):
         return str(self.name)
diff --git a/authentik/core/tests/test_applications_api.py b/authentik/core/tests/test_applications_api.py
index 6e970b2079..df16059c15 100644
--- a/authentik/core/tests/test_applications_api.py
+++ b/authentik/core/tests/test_applications_api.py
@@ -9,9 +9,11 @@ from rest_framework.test import APITestCase
 
 from authentik.core.models import Application
 from authentik.core.tests.utils import create_test_admin_user, create_test_flow
+from authentik.lib.generators import generate_id
 from authentik.policies.dummy.models import DummyPolicy
 from authentik.policies.models import PolicyBinding
 from authentik.providers.oauth2.models import OAuth2Provider
+from authentik.providers.proxy.models import ProxyProvider
 
 
 class TestApplicationsAPI(APITestCase):
@@ -222,3 +224,15 @@ class TestApplicationsAPI(APITestCase):
                 ],
             },
         )
+
+    def test_get_provider(self):
+        """Ensure that proxy providers (at the time of writing that is the only provider
+        that inherits from another proxy type (OAuth) instead of inheriting from the root
+        provider class) is correctly looked up and selected from the database"""
+        provider = ProxyProvider.objects.create(name=generate_id())
+        app = Application.objects.create(
+            name=generate_id(),
+            slug=generate_id(),
+            provider=provider,
+        )
+        self.assertEqual(app.get_provider(), provider)