diff --git a/authentik/core/expression/evaluator.py b/authentik/core/expression/evaluator.py
index a02d7e96d5..78340483a3 100644
--- a/authentik/core/expression/evaluator.py
+++ b/authentik/core/expression/evaluator.py
@@ -11,7 +11,6 @@ from authentik.core.expression.exceptions import SkipObjectException
 from authentik.core.models import User
 from authentik.events.models import Event, EventAction
 from authentik.lib.expression.evaluator import BaseEvaluator
-from authentik.lib.utils.errors import exception_to_string
 from authentik.policies.types import PolicyRequest
 
 PROPERTY_MAPPING_TIME = Histogram(
@@ -69,12 +68,11 @@ class PropertyMappingEvaluator(BaseEvaluator):
         # For dry-run requests we don't save exceptions
         if self.dry_run:
             return
-        error_string = exception_to_string(exc)
         event = Event.new(
             EventAction.PROPERTY_MAPPING_EXCEPTION,
             expression=expression_source,
-            message=error_string,
-        )
+            message="Failed to execute property mapping",
+        ).with_exception(exc)
         if "request" in self._context:
             req: PolicyRequest = self._context["request"]
             if req.http_request:
diff --git a/authentik/events/middleware.py b/authentik/events/middleware.py
index 826db6b736..b1d1e86320 100644
--- a/authentik/events/middleware.py
+++ b/authentik/events/middleware.py
@@ -20,7 +20,7 @@ from authentik.core.models import Group, User
 from authentik.events.models import Event, EventAction, Notification
 from authentik.events.utils import model_to_dict
 from authentik.lib.sentry import before_send
-from authentik.lib.utils.errors import exception_to_string
+from authentik.lib.utils.errors import exception_to_dict
 from authentik.stages.authenticator_static.models import StaticToken
 
 IGNORED_MODELS = tuple(
@@ -170,14 +170,16 @@ class AuditMiddleware:
             thread = EventNewThread(
                 EventAction.SUSPICIOUS_REQUEST,
                 request,
-                message=exception_to_string(exception),
+                message=str(exception),
+                exception=exception_to_dict(exception),
             )
             thread.run()
         elif before_send({}, {"exc_info": (None, exception, None)}) is not None:
             thread = EventNewThread(
                 EventAction.SYSTEM_EXCEPTION,
                 request,
-                message=exception_to_string(exception),
+                message=str(exception),
+                exception=exception_to_dict(exception),
             )
             thread.run()
 
diff --git a/authentik/events/models.py b/authentik/events/models.py
index 5d4646c561..4ba90ca572 100644
--- a/authentik/events/models.py
+++ b/authentik/events/models.py
@@ -38,6 +38,7 @@ from authentik.events.utils import (
 )
 from authentik.lib.models import DomainlessURLValidator, SerializerModel
 from authentik.lib.sentry import SentryIgnoredException
+from authentik.lib.utils.errors import exception_to_dict
 from authentik.lib.utils.http import get_http_session
 from authentik.lib.utils.time import timedelta_from_string
 from authentik.policies.models import PolicyBindingModel
@@ -163,6 +164,12 @@ class Event(SerializerModel, ExpiringModel):
         event = Event(action=action, app=app, context=cleaned_kwargs)
         return event
 
+    def with_exception(self, exc: Exception) -> "Event":
+        """Add data from 'exc' to the event in a database-saveable format"""
+        self.context.setdefault("message", str(exc))
+        self.context["exception"] = exception_to_dict(exc)
+        return self
+
     def set_user(self, user: User) -> "Event":
         """Set `.user` based on user, ensuring the correct attributes are copied.
         This should only be used when self.from_http is *not* used."""
diff --git a/authentik/events/system_tasks.py b/authentik/events/system_tasks.py
index dbe81853f9..0438b2887e 100644
--- a/authentik/events/system_tasks.py
+++ b/authentik/events/system_tasks.py
@@ -127,8 +127,8 @@ class SystemTask(TenantTask):
         )
         Event.new(
             EventAction.SYSTEM_TASK_EXCEPTION,
-            message=f"Task {self.__name__} encountered an error: {exception_to_string(exc)}",
-        ).save()
+            message=f"Task {self.__name__} encountered an error",
+        ).with_exception(exc).save()
 
     def run(self, *args, **kwargs):
         raise NotImplementedError
diff --git a/authentik/flows/views/executor.py b/authentik/flows/views/executor.py
index b70b0f058c..79f74a2c0e 100644
--- a/authentik/flows/views/executor.py
+++ b/authentik/flows/views/executor.py
@@ -56,7 +56,6 @@ from authentik.flows.planner import (
 )
 from authentik.flows.stage import AccessDeniedStage, StageView
 from authentik.lib.sentry import SentryIgnoredException
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.reflection import all_subclasses, class_to_path
 from authentik.lib.utils.urls import is_url_absolute, redirect_with_qs
 from authentik.policies.engine import PolicyEngine
@@ -238,8 +237,8 @@ class FlowExecutorView(APIView):
         self._logger.warning(exc)
         Event.new(
             action=EventAction.SYSTEM_EXCEPTION,
-            message=exception_to_string(exc),
-        ).from_http(self.request)
+            message="System exception during flow execution.",
+        ).with_exception(exc).from_http(self.request)
         challenge = FlowErrorChallenge(self.request, exc)
         challenge.is_valid(raise_exception=True)
         return to_stage_response(self.request, HttpChallengeResponse(challenge))
diff --git a/authentik/lib/sync/outgoing/base.py b/authentik/lib/sync/outgoing/base.py
index 16eb1eb92b..29890c918e 100644
--- a/authentik/lib/sync/outgoing/base.py
+++ b/authentik/lib/sync/outgoing/base.py
@@ -14,7 +14,6 @@ from authentik.events.models import Event, EventAction
 from authentik.lib.expression.exceptions import ControlFlowException
 from authentik.lib.sync.mapper import PropertyMappingManager
 from authentik.lib.sync.outgoing.exceptions import NotFoundSyncException, StopSync
-from authentik.lib.utils.errors import exception_to_string
 
 if TYPE_CHECKING:
     from django.db.models import Model
@@ -106,9 +105,9 @@ class BaseOutgoingSyncClient[
             # Value error can be raised when assigning invalid data to an attribute
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
-                message=f"Failed to evaluate property-mapping {exception_to_string(exc)}",
+                message="Failed to evaluate property-mapping",
                 mapping=exc.mapping,
-            ).save()
+            ).with_exception(exc).save()
             raise StopSync(exc, obj, exc.mapping) from exc
         if not raw_final_object:
             raise StopSync(ValueError("No mappings configured"), obj)
diff --git a/authentik/lib/utils/errors.py b/authentik/lib/utils/errors.py
index 67bfd43f33..c12ebc0743 100644
--- a/authentik/lib/utils/errors.py
+++ b/authentik/lib/utils/errors.py
@@ -2,6 +2,8 @@
 
 from traceback import extract_tb
 
+from structlog.tracebacks import ExceptionDictTransformer
+
 from authentik.lib.utils.reflection import class_to_path
 
 TRACEBACK_HEADER = "Traceback (most recent call last):"
@@ -17,3 +19,8 @@ def exception_to_string(exc: Exception) -> str:
             f"{class_to_path(exc.__class__)}: {str(exc)}",
         ]
     )
+
+
+def exception_to_dict(exc: Exception) -> dict:
+    """Format exception as a dictionary"""
+    return ExceptionDictTransformer()((type(exc), exc, exc.__traceback__))
diff --git a/authentik/outposts/models.py b/authentik/outposts/models.py
index 1d6a8af1bb..2fdb190158 100644
--- a/authentik/outposts/models.py
+++ b/authentik/outposts/models.py
@@ -35,7 +35,6 @@ from authentik.events.models import Event, EventAction
 from authentik.lib.config import CONFIG
 from authentik.lib.models import InheritanceForeignKey, SerializerModel
 from authentik.lib.sentry import SentryIgnoredException
-from authentik.lib.utils.errors import exception_to_string
 from authentik.outposts.controllers.k8s.utils import get_namespace
 
 OUR_VERSION = parse(__version__)
@@ -326,9 +325,8 @@ class Outpost(SerializerModel, ManagedModel):
                                 "While setting the permissions for the service-account, a "
                                 "permission was not found: Check "
                                 "https://goauthentik.io/docs/troubleshooting/missing_permission"
-                            )
-                            + exception_to_string(exc),
-                        ).set_user(user).save()
+                            ),
+                        ).with_exception(exc).set_user(user).save()
                 else:
                     app_label, perm = model_or_perm.split(".")
                     permission = Permission.objects.filter(
diff --git a/authentik/policies/process.py b/authentik/policies/process.py
index 624edf047d..7d539fe890 100644
--- a/authentik/policies/process.py
+++ b/authentik/policies/process.py
@@ -10,7 +10,7 @@ from structlog.stdlib import get_logger
 
 from authentik.events.models import Event, EventAction
 from authentik.lib.config import CONFIG
-from authentik.lib.utils.errors import exception_to_string
+from authentik.lib.utils.errors import exception_to_dict
 from authentik.lib.utils.reflection import class_to_path
 from authentik.policies.apps import HIST_POLICIES_EXECUTION_TIME
 from authentik.policies.exceptions import PolicyException
@@ -95,10 +95,13 @@ class PolicyProcess(PROCESS_CLASS):
         except PolicyException as exc:
             # Either use passed original exception or whatever we have
             src_exc = exc.src_exc if exc.src_exc else exc
-            error_string = exception_to_string(src_exc)
             # Create policy exception event, only when we're not debugging
             if not self.request.debug:
-                self.create_event(EventAction.POLICY_EXCEPTION, message=error_string)
+                self.create_event(
+                    EventAction.POLICY_EXCEPTION,
+                    message="Policy failed to execute",
+                    exception=exception_to_dict(src_exc),
+                )
             LOGGER.debug("P_ENG(proc): error, using failure result", exc=src_exc)
             policy_result = PolicyResult(self.binding.failure_result, str(src_exc))
         policy_result.source_binding = self.binding
@@ -143,5 +146,5 @@ class PolicyProcess(PROCESS_CLASS):
         try:
             self.connection.send(self.profiling_wrapper())
         except Exception as exc:
-            LOGGER.warning("Policy failed to run", exc=exception_to_string(exc))
+            LOGGER.warning("Policy failed to run", exc=exc)
             self.connection.send(PolicyResult(False, str(exc)))
diff --git a/authentik/providers/radius/api/providers.py b/authentik/providers/radius/api/providers.py
index 0ab9d04a10..7cba141a0c 100644
--- a/authentik/providers/radius/api/providers.py
+++ b/authentik/providers/radius/api/providers.py
@@ -23,7 +23,6 @@ from authentik.core.models import Application
 from authentik.events.models import Event, EventAction
 from authentik.lib.expression.exceptions import ControlFlowException
 from authentik.lib.sync.mapper import PropertyMappingManager
-from authentik.lib.utils.errors import exception_to_string
 from authentik.policies.api.exec import PolicyTestResultSerializer
 from authentik.policies.engine import PolicyEngine
 from authentik.policies.types import PolicyResult
@@ -142,9 +141,9 @@ class RadiusOutpostConfigViewSet(ListModelMixin, GenericViewSet):
             # Value error can be raised when assigning invalid data to an attribute
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
-                message=f"Failed to evaluate property-mapping {exception_to_string(exc)}",
+                message="Failed to evaluate property-mapping",
                 mapping=exc.mapping,
-            ).save()
+            ).with_exception(exc).save()
             return None
         return b64encode(packet.RequestPacket()).decode()
 
diff --git a/authentik/root/celery.py b/authentik/root/celery.py
index c7d6b077e5..f3d4b2c28c 100644
--- a/authentik/root/celery.py
+++ b/authentik/root/celery.py
@@ -28,7 +28,6 @@ from tenant_schemas_celery.app import CeleryApp as TenantAwareCeleryApp
 
 from authentik import get_full_version
 from authentik.lib.sentry import before_send
-from authentik.lib.utils.errors import exception_to_string
 
 # set the default Django settings module for the 'celery' program.
 os.environ.setdefault("DJANGO_SETTINGS_MODULE", "authentik.root.settings")
@@ -83,8 +82,8 @@ def task_error_hook(task_id: str, exception: Exception, traceback, *args, **kwar
     CTX_TASK_ID.set(...)
     if before_send({}, {"exc_info": (None, exception, None)}) is not None:
         Event.new(
-            EventAction.SYSTEM_EXCEPTION, message=exception_to_string(exception), task_id=task_id
-        ).save()
+            EventAction.SYSTEM_EXCEPTION, message="Failed to execute task", task_id=task_id
+        ).with_exception(exception).save()
 
 
 def _get_startup_tasks_default_tenant() -> list[Callable]:
diff --git a/authentik/sources/kerberos/tasks.py b/authentik/sources/kerberos/tasks.py
index 93570c11c4..88bf4ec3e9 100644
--- a/authentik/sources/kerberos/tasks.py
+++ b/authentik/sources/kerberos/tasks.py
@@ -8,7 +8,6 @@ from authentik.events.models import TaskStatus
 from authentik.events.system_tasks import SystemTask
 from authentik.lib.config import CONFIG
 from authentik.lib.sync.outgoing.exceptions import StopSync
-from authentik.lib.utils.errors import exception_to_string
 from authentik.root.celery import CELERY_APP
 from authentik.sources.kerberos.models import KerberosSource
 from authentik.sources.kerberos.sync import KerberosSync
@@ -64,5 +63,5 @@ def kerberos_sync_single(self, source_pk: str):
             syncer.sync()
             self.set_status(TaskStatus.SUCCESSFUL, *syncer.messages)
     except StopSync as exc:
-        LOGGER.warning(exception_to_string(exc))
+        LOGGER.warning("Error syncing kerberos", exc=exc, source=source)
         self.set_error(exc)
diff --git a/authentik/sources/ldap/tasks.py b/authentik/sources/ldap/tasks.py
index 0ef6eac3f1..f800bd5abe 100644
--- a/authentik/sources/ldap/tasks.py
+++ b/authentik/sources/ldap/tasks.py
@@ -12,7 +12,6 @@ from authentik.events.models import TaskStatus
 from authentik.events.system_tasks import SystemTask
 from authentik.lib.config import CONFIG
 from authentik.lib.sync.outgoing.exceptions import StopSync
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.reflection import class_to_path, path_to_class
 from authentik.root.celery import CELERY_APP
 from authentik.sources.ldap.models import LDAPSource
@@ -149,5 +148,5 @@ def ldap_sync(self: SystemTask, source_pk: str, sync_class: str, page_cache_key:
         cache.delete(page_cache_key)
     except (LDAPException, StopSync) as exc:
         # No explicit event is created here as .set_status with an error will do that
-        LOGGER.warning(exception_to_string(exc))
+        LOGGER.warning("Failed to sync LDAP", exc=exc, source=source)
         self.set_error(exc)
diff --git a/authentik/stages/authenticator_email/models.py b/authentik/stages/authenticator_email/models.py
index 495e1a2512..389e73f867 100644
--- a/authentik/stages/authenticator_email/models.py
+++ b/authentik/stages/authenticator_email/models.py
@@ -13,7 +13,6 @@ from authentik.flows.exceptions import StageInvalidException
 from authentik.flows.models import ConfigurableStage, FriendlyNamedStage, Stage
 from authentik.lib.config import CONFIG
 from authentik.lib.models import SerializerModel
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.time import timedelta_string_validator
 from authentik.stages.authenticator.models import SideChannelDevice
 from authentik.stages.email.utils import TemplateEmailMessage
@@ -160,9 +159,8 @@ class EmailDevice(SerializerModel, SideChannelDevice):
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
                 message=_("Exception occurred while rendering E-mail template"),
-                error=exception_to_string(exc),
                 template=stage.template,
-            ).from_http(self.request)
+            ).with_exception(exc).from_http(self.request)
             raise StageInvalidException from exc
 
     def __str__(self):
diff --git a/authentik/stages/authenticator_email/stage.py b/authentik/stages/authenticator_email/stage.py
index 9a3b403823..88f0ef45a2 100644
--- a/authentik/stages/authenticator_email/stage.py
+++ b/authentik/stages/authenticator_email/stage.py
@@ -17,7 +17,6 @@ from authentik.flows.challenge import (
 from authentik.flows.exceptions import StageInvalidException
 from authentik.flows.stage import ChallengeStageView
 from authentik.lib.utils.email import mask_email
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.time import timedelta_from_string
 from authentik.stages.authenticator_email.models import (
     AuthenticatorEmailStage,
@@ -100,9 +99,8 @@ class AuthenticatorEmailStageView(ChallengeStageView):
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
                 message=_("Exception occurred while rendering E-mail template"),
-                error=exception_to_string(exc),
                 template=stage.template,
-            ).from_http(self.request)
+            ).with_exception(exc).from_http(self.request)
             raise StageInvalidException from exc
 
     def _has_email(self) -> str | None:
diff --git a/authentik/stages/authenticator_sms/models.py b/authentik/stages/authenticator_sms/models.py
index 82ad6f61ee..e520ebc59c 100644
--- a/authentik/stages/authenticator_sms/models.py
+++ b/authentik/stages/authenticator_sms/models.py
@@ -19,7 +19,6 @@ from authentik.events.models import Event, EventAction, NotificationWebhookMappi
 from authentik.events.utils import sanitize_item
 from authentik.flows.models import ConfigurableStage, FriendlyNamedStage, Stage
 from authentik.lib.models import SerializerModel
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.http import get_http_session
 from authentik.stages.authenticator.models import SideChannelDevice
 
@@ -142,10 +141,9 @@ class AuthenticatorSMSStage(ConfigurableStage, FriendlyNamedStage, Stage):
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
                 message="Error sending SMS",
-                exc=exception_to_string(exc),
                 status_code=response.status_code,
                 body=response.text,
-            ).set_user(device.user).save()
+            ).with_exception(exc).set_user(device.user).save()
             if response.status_code >= HttpResponseBadRequest.status_code:
                 raise ValidationError(response.text) from None
             raise
diff --git a/authentik/stages/email/stage.py b/authentik/stages/email/stage.py
index 548c2083f5..3195b52465 100644
--- a/authentik/stages/email/stage.py
+++ b/authentik/stages/email/stage.py
@@ -21,7 +21,6 @@ from authentik.flows.models import FlowDesignation, FlowToken
 from authentik.flows.planner import PLAN_CONTEXT_IS_RESTORED, PLAN_CONTEXT_PENDING_USER
 from authentik.flows.stage import ChallengeStageView
 from authentik.flows.views.executor import QS_KEY_TOKEN, QS_QUERY
-from authentik.lib.utils.errors import exception_to_string
 from authentik.lib.utils.time import timedelta_from_string
 from authentik.stages.email.flow import pickle_flow_token_for_email
 from authentik.stages.email.models import EmailStage
@@ -129,9 +128,8 @@ class EmailStageView(ChallengeStageView):
             Event.new(
                 EventAction.CONFIGURATION_ERROR,
                 message=_("Exception occurred while rendering E-mail template"),
-                error=exception_to_string(exc),
                 template=current_stage.template,
-            ).from_http(self.request)
+            ).with_exception(exc).from_http(self.request)
             raise StageInvalidException from exc
 
     def get(self, request: HttpRequest, *args, **kwargs) -> HttpResponse: