diff --git a/backend/internal/job/api_key_expiry_job.go b/backend/internal/job/api_key_expiry_job.go
index f7771c27..595e51a0 100644
--- a/backend/internal/job/api_key_expiry_job.go
+++ b/backend/internal/job/api_key_expiry_job.go
@@ -22,7 +22,7 @@ func (s *Scheduler) RegisterApiKeyExpiryJob(ctx context.Context, apiKeyService *
 	}
 
 	// Send every day at midnight
-	return s.RegisterJob(ctx, "ExpiredApiKeyEmailJob", gocron.CronJob("0 0 * * *", false), jobs.checkAndNotifyExpiringApiKeys, service.RegisterJobOpts{RunImmediately: false})
+	return s.RegisterJob(ctx, "ExpiredApiKeyEmailJob", gocron.CronJob("0 0 * * *", false), jobs.checkAndNotifyExpiringApiKeys, service.RegisterJobOpts{})
 }
 
 func (j *ApiKeyEmailJobs) checkAndNotifyExpiringApiKeys(ctx context.Context) error {
diff --git a/backend/internal/job/file_cleanup_job.go b/backend/internal/job/file_cleanup_job.go
index 45b9a63b..71f0dd34 100644
--- a/backend/internal/job/file_cleanup_job.go
+++ b/backend/internal/job/file_cleanup_job.go
@@ -22,7 +22,7 @@ func (s *Scheduler) RegisterFileCleanupJobs(ctx context.Context, db *gorm.DB, fi
 
 	var errs []error
 	errs = append(errs,
-		s.RegisterJob(ctx, "ClearUnusedDefaultProfilePictures", gocron.DurationJob(24*time.Hour), jobs.clearUnusedDefaultProfilePictures, service.RegisterJobOpts{RunImmediately: false}),
+		s.RegisterJob(ctx, "ClearUnusedDefaultProfilePictures", gocron.DurationJob(24*time.Hour), jobs.clearUnusedDefaultProfilePictures, service.RegisterJobOpts{}),
 	)
 
 	// Only necessary for file system storage
diff --git a/backend/internal/job/scheduler.go b/backend/internal/job/scheduler.go
index d7427b1b..bbfaef50 100644
--- a/backend/internal/job/scheduler.go
+++ b/backend/internal/job/scheduler.go
@@ -75,6 +75,7 @@ func (s *Scheduler) RegisterJob(ctx context.Context, name string, def gocron.Job
 					return struct{}{}, origJob(ctx)
 				},
 				backoff.WithBackOff(opts.BackOff),
+				backoff.WithMaxTries(3),
 				backoff.WithNotify(func(err error, d time.Duration) {
 					slog.WarnContext(ctx, "Job failed, retrying",
 						slog.String("name", name),
diff --git a/backend/internal/service/scim_service.go b/backend/internal/service/scim_service.go
index 57c5cec3..f21f8be7 100644
--- a/backend/internal/service/scim_service.go
+++ b/backend/internal/service/scim_service.go
@@ -144,7 +144,7 @@ func (s *ScimService) ScheduleSync() {
 
 	err := s.scheduler.RegisterJob(
 		context.Background(), jobName,
-		gocron.OneTimeJob(gocron.OneTimeJobStartDateTime(start)), s.SyncAll, RegisterJobOpts{RunImmediately: false})
+		gocron.OneTimeJob(gocron.OneTimeJobStartDateTime(start)), s.SyncAll, RegisterJobOpts{})
 
 	if err != nil {
 		slog.Error("Failed to schedule SCIM sync", slog.Any("error", err))