diff --git a/api/tacticalrmm/autotasks/models.py b/api/tacticalrmm/autotasks/models.py
index e27a19a5..4682259e 100644
--- a/api/tacticalrmm/autotasks/models.py
+++ b/api/tacticalrmm/autotasks/models.py
@@ -3,6 +3,7 @@ import random
 import string
 from contextlib import suppress
 from typing import TYPE_CHECKING, Any, Dict, List, Optional, Union
+from zoneinfo import ZoneInfo
 
 import pytz
 from django.core.cache import cache
@@ -270,8 +271,8 @@ class AutomatedTask(BaseAuditModel):
                 and self.task_type == TaskType.RUN_ONCE
                 and self.run_asap_after_missed
                 and agent
-                and self.run_time_date
-                < djangotime.now().astimezone(pytz.timezone(agent.timezone))
+                and self.run_time_date.replace(tzinfo=ZoneInfo(agent.timezone))
+                < djangotime.now().astimezone(ZoneInfo(agent.timezone))
             ):
                 self.run_time_date = (
                     djangotime.now() + djangotime.timedelta(minutes=5)