Outlook search shows duplicate results after OST rebuild
Scenario
After rebuilding the local cache, Outlook search returns duplicate items or ghost results.
Outlook calendar reminders pop on one workstation hours late
Scenario
A single workstation shows appointment reminders long after the scheduled time even though the calendar data itself is current.
Outlook attachments open in Protected View forever
Scenario
Attachments open but remain stuck in Protected View or take an abnormally long time to become editable.
Outlook rules stop running after mailbox reaches quota
Scenario
Users report server-side rules stopped moving mail automatically after the mailbox approached or hit storage limits.
Outlook prompts for credentials only on one conference room PC
Scenario
A conference room workstation keeps prompting for credentials in Outlook while the same account works elsewhere.
Outlook shared calendar shows outdated free busy data
Scenario
Users can open a shared calendar, but availability data lags behind reality and meeting scheduling becomes unreliable.
Autodiscover points Outlook to retired Exchange endpoint
Scenario
Outlook profile creation keeps targeting an old Exchange or migration endpoint instead of the current Microsoft 365 service.
Outlook search returns no recent mail after mailbox move
Scenario
A mailbox migration completes, but cached Outlook search stops finding recently delivered messages even though items are visible in folders.
Shared mailbox not appearing in Outlook desktop
Scenario
A shared mailbox was granted to a user in Microsoft 365, but Outlook desktop does not display it after several hours.
Outlook stuck in disconnected mode after password change
Scenario
A user changes their Microsoft 365 password and Outlook remains stuck in disconnected mode even after a reboot. New mail does not send and the status bar alternates between trying to connect and disconnected.