diff --git a/authentik/blueprints/apps.py b/authentik/blueprints/apps.py
index 681293ed8..90df91c00 100644
--- a/authentik/blueprints/apps.py
+++ b/authentik/blueprints/apps.py
@@ -55,11 +55,11 @@ class AuthentikBlueprintsConfig(ManagedAppConfig):
         """Load v1 tasks"""
         self.import_module("authentik.blueprints.v1.tasks")
 
-    def reconcile_blueprints_discover(self):
+    def reconcile_blueprints_discovery(self):
         """Run blueprint discovery"""
-        from authentik.blueprints.v1.tasks import blueprints_discover, clear_failed_blueprints
+        from authentik.blueprints.v1.tasks import blueprints_discovery, clear_failed_blueprints
 
-        blueprints_discover.delay()
+        blueprints_discovery.delay()
         clear_failed_blueprints.delay()
 
     def import_models(self):
diff --git a/authentik/blueprints/settings.py b/authentik/blueprints/settings.py
index 3dd627a26..c9ce11057 100644
--- a/authentik/blueprints/settings.py
+++ b/authentik/blueprints/settings.py
@@ -5,7 +5,7 @@ from authentik.lib.utils.time import fqdn_rand
 
 CELERY_BEAT_SCHEDULE = {
     "blueprints_v1_discover": {
-        "task": "authentik.blueprints.v1.tasks.blueprints_discover",
+        "task": "authentik.blueprints.v1.tasks.blueprints_discovery",
         "schedule": crontab(minute=fqdn_rand("blueprints_v1_discover"), hour="*"),
         "options": {"queue": "authentik_scheduled"},
     },
diff --git a/authentik/blueprints/tests/test_v1_tasks.py b/authentik/blueprints/tests/test_v1_tasks.py
index 4da458e8d..913431d66 100644
--- a/authentik/blueprints/tests/test_v1_tasks.py
+++ b/authentik/blueprints/tests/test_v1_tasks.py
@@ -6,7 +6,7 @@ from django.test import TransactionTestCase
 from yaml import dump
 
 from authentik.blueprints.models import BlueprintInstance, BlueprintInstanceStatus
-from authentik.blueprints.v1.tasks import apply_blueprint, blueprints_discover, blueprints_find
+from authentik.blueprints.v1.tasks import apply_blueprint, blueprints_discovery, blueprints_find
 from authentik.lib.config import CONFIG
 from authentik.lib.generators import generate_id
 
@@ -53,7 +53,7 @@ class TestBlueprintsV1Tasks(TransactionTestCase):
             file.seek(0)
             file_hash = sha512(file.read().encode()).hexdigest()
             file.flush()
-            blueprints_discover()  # pylint: disable=no-value-for-parameter
+            blueprints_discovery()  # pylint: disable=no-value-for-parameter
             instance = BlueprintInstance.objects.filter(name=blueprint_id).first()
             self.assertEqual(instance.last_applied_hash, file_hash)
             self.assertEqual(
@@ -81,7 +81,7 @@ class TestBlueprintsV1Tasks(TransactionTestCase):
                 )
             )
             file.flush()
-            blueprints_discover()  # pylint: disable=no-value-for-parameter
+            blueprints_discovery()  # pylint: disable=no-value-for-parameter
             blueprint = BlueprintInstance.objects.filter(name="foo").first()
             self.assertEqual(
                 blueprint.last_applied_hash,
@@ -106,7 +106,7 @@ class TestBlueprintsV1Tasks(TransactionTestCase):
                 )
             )
             file.flush()
-            blueprints_discover()  # pylint: disable=no-value-for-parameter
+            blueprints_discovery()  # pylint: disable=no-value-for-parameter
             blueprint.refresh_from_db()
             self.assertEqual(
                 blueprint.last_applied_hash,
diff --git a/authentik/blueprints/v1/tasks.py b/authentik/blueprints/v1/tasks.py
index 6f74694e3..6224b8ea7 100644
--- a/authentik/blueprints/v1/tasks.py
+++ b/authentik/blueprints/v1/tasks.py
@@ -76,7 +76,7 @@ class BlueprintEventHandler(FileSystemEventHandler):
             return
         if isinstance(event, FileCreatedEvent):
             LOGGER.debug("new blueprint file created, starting discovery")
-            blueprints_discover.delay()
+            blueprints_discovery.delay()
         if isinstance(event, FileModifiedEvent):
             path = Path(event.src_path)
             root = Path(CONFIG.y("blueprints_dir")).absolute()
@@ -134,7 +134,7 @@ def blueprints_find():
     throws=(DatabaseError, ProgrammingError, InternalError), base=MonitoredTask, bind=True
 )
 @prefill_task
-def blueprints_discover(self: MonitoredTask):
+def blueprints_discovery(self: MonitoredTask):
     """Find blueprints and check if they need to be created in the database"""
     count = 0
     for blueprint in blueprints_find():
diff --git a/authentik/events/monitored_tasks.py b/authentik/events/monitored_tasks.py
index 6f246f8a5..52ad00983 100644
--- a/authentik/events/monitored_tasks.py
+++ b/authentik/events/monitored_tasks.py
@@ -41,7 +41,7 @@ class TaskResult:
 
     def with_error(self, exc: Exception) -> "TaskResult":
         """Since errors might not always be pickle-able, set the traceback"""
-        self.messages.append(str(exc))
+        self.messages.append(exception_to_string(exc))
         return self
 
 
diff --git a/authentik/outposts/settings.py b/authentik/outposts/settings.py
index 7c8d87954..6ce2d52c8 100644
--- a/authentik/outposts/settings.py
+++ b/authentik/outposts/settings.py
@@ -19,9 +19,9 @@ CELERY_BEAT_SCHEDULE = {
         "schedule": crontab(minute=fqdn_rand("outpost_token_ensurer"), hour="*/8"),
         "options": {"queue": "authentik_scheduled"},
     },
-    "outpost_local_connection": {
-        "task": "authentik.outposts.tasks.outpost_local_connection",
-        "schedule": crontab(minute=fqdn_rand("outpost_local_connection"), hour="*/8"),
+    "outpost_connection_discovery": {
+        "task": "authentik.outposts.tasks.outpost_connection_discovery",
+        "schedule": crontab(minute=fqdn_rand("outpost_connection_discovery"), hour="*/8"),
         "options": {"queue": "authentik_scheduled"},
     },
 }
diff --git a/authentik/outposts/tasks.py b/authentik/outposts/tasks.py
index 984fa140a..9c604327a 100644
--- a/authentik/outposts/tasks.py
+++ b/authentik/outposts/tasks.py
@@ -236,28 +236,33 @@ def _outpost_single_update(outpost: Outpost):
             async_to_sync(closing_send)(channel, {"type": "event.update"})
 
 
-@CELERY_APP.task()
-def outpost_local_connection():
+@CELERY_APP.task(
+    base=MonitoredTask,
+    bind=True,
+)
+def outpost_connection_discovery(self: MonitoredTask):
     """Checks the local environment and create Service connections."""
+    status = TaskResult(TaskResultStatus.SUCCESSFUL)
     if not CONFIG.y_bool("outposts.discover"):
-        LOGGER.info("Outpost integration discovery is disabled")
+        status.messages.append("Outpost integration discovery is disabled")
+        self.set_status(status)
         return
     # Explicitly check against token filename, as that's
     # only present when the integration is enabled
     if Path(SERVICE_TOKEN_FILENAME).exists():
-        LOGGER.info("Detected in-cluster Kubernetes Config")
+        status.messages.append("Detected in-cluster Kubernetes Config")
         if not KubernetesServiceConnection.objects.filter(local=True).exists():
-            LOGGER.debug("Created Service Connection for in-cluster")
+            status.messages.append("Created Service Connection for in-cluster")
             KubernetesServiceConnection.objects.create(
                 name="Local Kubernetes Cluster", local=True, kubeconfig={}
             )
     # For development, check for the existence of a kubeconfig file
     kubeconfig_path = Path(KUBE_CONFIG_DEFAULT_LOCATION).expanduser()
     if kubeconfig_path.exists():
-        LOGGER.info("Detected kubeconfig")
+        status.messages.append("Detected kubeconfig")
         kubeconfig_local_name = f"k8s-{gethostname()}"
         if not KubernetesServiceConnection.objects.filter(name=kubeconfig_local_name).exists():
-            LOGGER.debug("Creating kubeconfig Service Connection")
+            status.messages.append("Creating kubeconfig Service Connection")
             with kubeconfig_path.open("r", encoding="utf8") as _kubeconfig:
                 KubernetesServiceConnection.objects.create(
                     name=kubeconfig_local_name,
@@ -266,11 +271,12 @@ def outpost_local_connection():
     unix_socket_path = urlparse(DEFAULT_UNIX_SOCKET).path
     socket = Path(unix_socket_path)
     if socket.exists() and access(socket, R_OK):
-        LOGGER.info("Detected local docker socket")
+        status.messages.append("Detected local docker socket")
         if len(DockerServiceConnection.objects.filter(local=True)) == 0:
-            LOGGER.debug("Created Service Connection for docker")
+            status.messages.append("Created Service Connection for docker")
             DockerServiceConnection.objects.create(
                 name="Local Docker connection",
                 local=True,
                 url=unix_socket_path,
             )
+    self.set_status(status)
diff --git a/authentik/root/celery.py b/authentik/root/celery.py
index f3c3c880e..bb72433a2 100644
--- a/authentik/root/celery.py
+++ b/authentik/root/celery.py
@@ -73,12 +73,12 @@ def task_error_hook(task_id, exception: Exception, traceback, *args, **kwargs):
 def _get_startup_tasks() -> list[Callable]:
     """Get all tasks to be run on startup"""
     from authentik.admin.tasks import clear_update_notifications
-    from authentik.outposts.tasks import outpost_controller_all, outpost_local_connection
+    from authentik.outposts.tasks import outpost_connection_discovery, outpost_controller_all
     from authentik.providers.proxy.tasks import proxy_set_defaults
 
     return [
         clear_update_notifications,
-        outpost_local_connection,
+        outpost_connection_discovery,
         outpost_controller_all,
         proxy_set_defaults,
     ]
diff --git a/tests/e2e/test_provider_proxy.py b/tests/e2e/test_provider_proxy.py
index e2f883279..a63f91276 100644
--- a/tests/e2e/test_provider_proxy.py
+++ b/tests/e2e/test_provider_proxy.py
@@ -17,7 +17,7 @@ from authentik.core.models import Application
 from authentik.flows.models import Flow
 from authentik.lib.generators import generate_id
 from authentik.outposts.models import DockerServiceConnection, Outpost, OutpostConfig, OutpostType
-from authentik.outposts.tasks import outpost_local_connection
+from authentik.outposts.tasks import outpost_connection_discovery
 from authentik.providers.proxy.models import ProxyProvider
 from tests.e2e.utils import SeleniumTestCase, retry
 
@@ -210,7 +210,7 @@ class TestProviderProxyConnect(ChannelsLiveServerTestCase):
     @reconcile_app("authentik_crypto")
     def test_proxy_connectivity(self):
         """Test proxy connectivity over websocket"""
-        outpost_local_connection()
+        outpost_connection_discovery()  # pylint: disable=no-value-for-parameter
         proxy: ProxyProvider = ProxyProvider.objects.create(
             name="proxy_provider",
             authorization_flow=Flow.objects.get(
diff --git a/tests/integration/test_outpost_docker.py b/tests/integration/test_outpost_docker.py
index c9e006e2e..6bb6dd98a 100644
--- a/tests/integration/test_outpost_docker.py
+++ b/tests/integration/test_outpost_docker.py
@@ -19,7 +19,7 @@ from authentik.outposts.models import (
     OutpostType,
     default_outpost_config,
 )
-from authentik.outposts.tasks import outpost_local_connection
+from authentik.outposts.tasks import outpost_connection_discovery
 from authentik.providers.proxy.models import ProxyProvider
 from tests.e2e.utils import get_docker_tag
 
@@ -58,7 +58,7 @@ class OutpostDockerTests(ChannelsLiveServerTestCase):
         self.ssl_folder = mkdtemp()
         self.container = self._start_container(self.ssl_folder)
         # Ensure that local connection have been created
-        outpost_local_connection()
+        outpost_connection_discovery()  # pylint: disable=no-value-for-parameter
         self.provider: ProxyProvider = ProxyProvider.objects.create(
             name="test",
             internal_host="http://localhost",
diff --git a/tests/integration/test_outpost_kubernetes.py b/tests/integration/test_outpost_kubernetes.py
index 37e386849..ec03e8301 100644
--- a/tests/integration/test_outpost_kubernetes.py
+++ b/tests/integration/test_outpost_kubernetes.py
@@ -10,7 +10,7 @@ from authentik.lib.config import CONFIG
 from authentik.outposts.controllers.k8s.deployment import DeploymentReconciler
 from authentik.outposts.controllers.k8s.triggers import NeedsUpdate
 from authentik.outposts.models import KubernetesServiceConnection, Outpost, OutpostType
-from authentik.outposts.tasks import outpost_local_connection
+from authentik.outposts.tasks import outpost_connection_discovery
 from authentik.providers.proxy.controllers.kubernetes import ProxyKubernetesController
 from authentik.providers.proxy.models import ProxyProvider
 
@@ -21,7 +21,7 @@ class OutpostKubernetesTests(TestCase):
     def setUp(self):
         super().setUp()
         # Ensure that local connection have been created
-        outpost_local_connection()
+        outpost_connection_discovery()  # pylint: disable=no-value-for-parameter
         self.provider: ProxyProvider = ProxyProvider.objects.create(
             name="test",
             internal_host="http://localhost",
diff --git a/tests/integration/test_proxy_docker.py b/tests/integration/test_proxy_docker.py
index 019b93fa2..86b12ae12 100644
--- a/tests/integration/test_proxy_docker.py
+++ b/tests/integration/test_proxy_docker.py
@@ -18,7 +18,7 @@ from authentik.outposts.models import (
     OutpostType,
     default_outpost_config,
 )
-from authentik.outposts.tasks import outpost_local_connection
+from authentik.outposts.tasks import outpost_connection_discovery
 from authentik.providers.proxy.controllers.docker import DockerController
 from authentik.providers.proxy.models import ProxyProvider
 from tests.e2e.utils import get_docker_tag
@@ -58,7 +58,7 @@ class TestProxyDocker(ChannelsLiveServerTestCase):
         self.ssl_folder = mkdtemp()
         self.container = self._start_container(self.ssl_folder)
         # Ensure that local connection have been created
-        outpost_local_connection()
+        outpost_connection_discovery()  # pylint: disable=no-value-for-parameter
         self.provider: ProxyProvider = ProxyProvider.objects.create(
             name="test",
             internal_host="http://localhost",
diff --git a/tests/integration/test_proxy_kubernetes.py b/tests/integration/test_proxy_kubernetes.py
index 390eba149..3e1fed715 100644
--- a/tests/integration/test_proxy_kubernetes.py
+++ b/tests/integration/test_proxy_kubernetes.py
@@ -8,7 +8,7 @@ from structlog.stdlib import get_logger
 from authentik.core.tests.utils import create_test_flow
 from authentik.outposts.controllers.kubernetes import KubernetesController
 from authentik.outposts.models import KubernetesServiceConnection, Outpost, OutpostType
-from authentik.outposts.tasks import outpost_local_connection
+from authentik.outposts.tasks import outpost_connection_discovery
 from authentik.providers.proxy.controllers.k8s.ingress import IngressReconciler
 from authentik.providers.proxy.controllers.kubernetes import ProxyKubernetesController
 from authentik.providers.proxy.models import ProxyMode, ProxyProvider
@@ -23,7 +23,7 @@ class TestProxyKubernetes(TestCase):
 
     def setUp(self):
         # Ensure that local connection have been created
-        outpost_local_connection()
+        outpost_connection_discovery()  # pylint: disable=no-value-for-parameter
         self.controller = None
 
     def tearDown(self) -> None: