diff --git a/authentik/admin/tasks.py b/authentik/admin/tasks.py
index 4149b210f..1ddf43870 100644
--- a/authentik/admin/tasks.py
+++ b/authentik/admin/tasks.py
@@ -11,7 +11,12 @@ from structlog.stdlib import get_logger
 
 from authentik import ENV_GIT_HASH_KEY, __version__
 from authentik.events.models import Event, EventAction, Notification
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.lib.config import CONFIG
 from authentik.lib.utils.http import get_http_session
 from authentik.root.celery import CELERY_APP
@@ -48,6 +53,7 @@ def clear_update_notifications():
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def update_latest_version(self: MonitoredTask):
     """Update latest version info"""
     if CONFIG.y_bool("disable_update_check"):
diff --git a/authentik/core/tasks.py b/authentik/core/tasks.py
index c2b824c52..844560550 100644
--- a/authentik/core/tasks.py
+++ b/authentik/core/tasks.py
@@ -15,7 +15,12 @@ from kubernetes.config.incluster_config import SERVICE_HOST_ENV_NAME
 from structlog.stdlib import get_logger
 
 from authentik.core.models import AuthenticatedSession, ExpiringModel
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.lib.config import CONFIG
 from authentik.root.celery import CELERY_APP
 
@@ -23,6 +28,7 @@ LOGGER = get_logger()
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def clean_expired_models(self: MonitoredTask):
     """Remove expired objects"""
     messages = []
@@ -50,6 +56,7 @@ def clean_expired_models(self: MonitoredTask):
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def backup_database(self: MonitoredTask):  # pragma: no cover
     """Database backup"""
     self.result_timeout_hours = 25
diff --git a/authentik/events/monitored_tasks.py b/authentik/events/monitored_tasks.py
index b45494384..d867bba78 100644
--- a/authentik/events/monitored_tasks.py
+++ b/authentik/events/monitored_tasks.py
@@ -7,7 +7,9 @@ from typing import Any, Optional
 
 from celery import Task
 from django.core.cache import cache
+from django.utils.translation import gettext_lazy as _
 from prometheus_client import Gauge
+from structlog.stdlib import get_logger
 
 from authentik.events.models import Event, EventAction
 from authentik.lib.utils.errors import exception_to_string
@@ -18,6 +20,8 @@ GAUGE_TASKS = Gauge(
     ["task_name", "task_uid", "status"],
 )
 
+LOGGER = get_logger()
+
 
 class TaskResultStatus(Enum):
     """Possible states of tasks"""
@@ -25,6 +29,7 @@ class TaskResultStatus(Enum):
     SUCCESSFUL = 1
     WARNING = 2
     ERROR = 4
+    UNKNOWN = 8
 
 
 @dataclass
@@ -107,6 +112,27 @@ class TaskInfo:
         cache.set(key, self, timeout=timeout_hours * 60 * 60)
 
 
+def prefill_task():
+    """Ensure a task's details are always in cache, so it can always be triggered via API"""
+
+    def inner_wrap(func):
+        TaskInfo(
+            task_name=func.__name__,
+            task_description=func.__doc__,
+            result=TaskResult(TaskResultStatus.UNKNOWN, messages=[_("Task has not been run yet.")]),
+            task_call_module=func.__module__,
+            task_call_func=func.__name__,
+            # We don't have real values for these attributes but they cannot be null
+            start_timestamp=default_timer(),
+            finish_timestamp=default_timer(),
+            finish_time=datetime.now(),
+        ).save(86400)
+        LOGGER.debug("prefilled task", task_name=func.__name__)
+        return func
+
+    return inner_wrap
+
+
 class MonitoredTask(Task):
     """Task which can save its state to the cache"""
 
diff --git a/authentik/managed/tasks.py b/authentik/managed/tasks.py
index 589ccf3c2..978b458b0 100644
--- a/authentik/managed/tasks.py
+++ b/authentik/managed/tasks.py
@@ -2,11 +2,17 @@
 from django.db import DatabaseError
 
 from authentik.core.tasks import CELERY_APP
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.managed.manager import ObjectManager
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def managed_reconcile(self: MonitoredTask):
     """Run ObjectManager to ensure objects are up-to-date"""
     try:
diff --git a/authentik/outposts/tasks.py b/authentik/outposts/tasks.py
index fb2db9c77..63d7f4370 100644
--- a/authentik/outposts/tasks.py
+++ b/authentik/outposts/tasks.py
@@ -17,7 +17,12 @@ from kubernetes.config.incluster_config import SERVICE_TOKEN_FILENAME
 from kubernetes.config.kube_config import KUBE_CONFIG_DEFAULT_LOCATION
 from structlog.stdlib import get_logger
 
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.lib.utils.reflection import path_to_class
 from authentik.outposts.controllers.base import BaseController, ControllerException
 from authentik.outposts.models import (
@@ -71,6 +76,7 @@ def outpost_service_connection_state(connection_pk: Any):
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def outpost_service_connection_monitor(self: MonitoredTask):
     """Regularly check the state of Outpost Service Connections"""
     connections = OutpostServiceConnection.objects.all()
@@ -120,6 +126,7 @@ def outpost_controller(
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def outpost_token_ensurer(self: MonitoredTask):
     """Periodically ensure that all Outposts have valid Service Accounts
     and Tokens"""
diff --git a/authentik/policies/reputation/tasks.py b/authentik/policies/reputation/tasks.py
index 503d3a739..eb6dcd6e3 100644
--- a/authentik/policies/reputation/tasks.py
+++ b/authentik/policies/reputation/tasks.py
@@ -2,7 +2,12 @@
 from django.core.cache import cache
 from structlog.stdlib import get_logger
 
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.policies.reputation.models import IPReputation, UserReputation
 from authentik.policies.reputation.signals import CACHE_KEY_IP_PREFIX, CACHE_KEY_USER_PREFIX
 from authentik.root.celery import CELERY_APP
@@ -11,6 +16,7 @@ LOGGER = get_logger()
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def save_ip_reputation(self: MonitoredTask):
     """Save currently cached reputation to database"""
     objects_to_update = []
@@ -24,6 +30,7 @@ def save_ip_reputation(self: MonitoredTask):
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def save_user_reputation(self: MonitoredTask):
     """Save currently cached reputation to database"""
     objects_to_update = []
diff --git a/authentik/sources/saml/tasks.py b/authentik/sources/saml/tasks.py
index 91ec96b85..5c495956f 100644
--- a/authentik/sources/saml/tasks.py
+++ b/authentik/sources/saml/tasks.py
@@ -3,7 +3,12 @@ from django.utils.timezone import now
 from structlog.stdlib import get_logger
 
 from authentik.core.models import AuthenticatedSession, User
-from authentik.events.monitored_tasks import MonitoredTask, TaskResult, TaskResultStatus
+from authentik.events.monitored_tasks import (
+    MonitoredTask,
+    TaskResult,
+    TaskResultStatus,
+    prefill_task,
+)
 from authentik.lib.utils.time import timedelta_from_string
 from authentik.root.celery import CELERY_APP
 from authentik.sources.saml.models import SAMLSource
@@ -12,6 +17,7 @@ LOGGER = get_logger()
 
 
 @CELERY_APP.task(bind=True, base=MonitoredTask)
+@prefill_task()
 def clean_temporary_users(self: MonitoredTask):
     """Remove temporary users created by SAML Sources"""
     _now = now()