diff --git a/allianceauth/crontab/schedulers.py b/allianceauth/crontab/schedulers.py
index 9a678cf5..940f2857 100644
--- a/allianceauth/crontab/schedulers.py
+++ b/allianceauth/crontab/schedulers.py
@@ -40,10 +40,11 @@ class OffsetDatabaseScheduler(DatabaseScheduler):
 
         for name, entry_fields in mapping.items():
             try:
-                apply_offset = entry_fields.pop("apply_offset", False) # Ensure this pops before django tries to save to ORM
+                apply_offset = entry_fields.pop("apply_offset", False)  # Ensure this pops before django tries to save to ORM
                 entry = self.Entry.from_entry(name, app=self.app, **entry_fields)
 
                 if apply_offset:
+                    entry_fields.update({"apply_offset": apply_offset})  # Reapply this as its gets pulled from config inconsistently.
                     schedule_obj = entry.schedule
                     if isinstance(schedule_obj, schedules.crontab):
                         offset_cs = CrontabSchedule.from_schedule(offset_cron(schedule_obj))
@@ -55,6 +56,7 @@ class OffsetDatabaseScheduler(DatabaseScheduler):
                             day_of_week=offset_cs.day_of_week,
                             timezone=offset_cs.timezone,
                         )
+                        entry.schedule = offset_cron(schedule_obj)  # This gets passed into Celery Beats Memory, important to keep it in sync with the model/DB
                         entry.model.crontab = offset_cs
                         entry.model.save()
                         logger.debug(f"Offset applied for '{name}' due to 'apply_offset' = True.")