Fixing problems with directory synchronization for Microsoft 365 Microsoft 365 Enterprise Microsoft Learn

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If you can sync your email when the firewall is turned off, you'll need to allow the Mail and Calendar apps through the firewall.



Fix Outlook and Office365 Sync Issues

So, follow the below Outlook data file cannot be accessed steps to reset Microsoft Outlook settings. After the files get repaired, restart the Outlook program to ensure that the Outlook syncing issues are resolved or not. Outlook sync issues can be because of corrupted Outlook OST or PST files. Therefore, now we will know the steps to repair the Outlook data file.

Method 4: Recreating the Outlook Profile



Fix Outlook and Office365 Sync Issues

Another which is shown below, is a user opens a new message, or replies to one, and lets it sit for a while. When they go back to the message and press send they get an error that the message has been deleted. Ive repaired the OST and changed cache modern authentication troubleshooting mode to only cache 1 year.



Check the connectivity to your email server



  • The client has a computer off the domain at home that his work email is tied to and he has never had any of these issues in Cache mode with that device.
  • When the user is signed into their mobile app, webmail, or the Windows Mail app, they are able to receive email perfectly fine with those.
  • Once the client started using Outlook again after some time has passed the issue had come back.
  • When they go back to the message and press send they get an error that the message has been deleted.
  • Always make sure your profile and settings are set up correctly, your software is up to date, and your connection is steady.
  • The other solution to fix Outlook sync issues is recreating Microsoft Outlook profile.


When the user is signed into their mobile app, webmail, or the Fix Outlook Not Opening After Windows Update Windows Mail app, they are able to receive email perfectly fine with those. The issue is occurring only in the Outlook program installed on Windows. To update from Azure AD Sync to Microsoft Entra Connect, see the upgrade instructions.

Methods to fix Microsoft Outlook syncing error



If the connection is poor, consider restarting your modem/router or moving to a more reliable network. After these instructions, ensure the sync settings are correct and check everything is working well. I’m at wits end and Microsoft stopped helping me because they feel the problem is on our end. However, I cannot find any reason why his account would do this only on our domain nothing is blocking our connection to Office 365. Here is the strange part I tried to remove the computer from the domain and have Outlook run from a local account for a few days.

Microsoft Outlook Sync issues





To make sure there are no issues, click Test Account Settings to test the connection. It is possible for a corrupted Outlook profile to impede synchronization. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. If the problems do not occur in safe mode, its most likely an add-in causing grief. I’ve been in contact with Microsoft they had me migrate his account\data to another server this did not fix it.
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