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The issue is occurring only in the Outlook program installed on Windows.



Fix Outlook and Office365 Sync Issues

This tool also helps users fix Outlook syncing issues by repairing OST or PST files and syncing the data smoothly. There are various methods to resolve the Outlook sync issues, including manual and third-party solutions. Firstly, we will discuss a few manual methods to resolve this Outlook sync help from FixTechGuide Outlook error and share the stepwise procedure of each method to successfully fix synchronization issues. Now, let us start with the manual processes to fix Outlook syncing errors. I have multiple users experiencing sync errors with Outlook and office365.

Method 4: Recreating the Outlook Profile



Fix Outlook and Office365 Sync Issues

However once I joined this computer back to the domain and let it sit for a few days it was also working fine. Once the client started using Outlook again after some time has passed the issue had come back. I’ve tried to set cache mode from 1 year all the way down to a few days. If your password isn't the problem, you might have a certificate error. If so, you'll see a message that says, "There is a problem with the server's security certificate. The security certificate fix MFA prompts not working is not from a trusted certifying authority."



Check the connectivity to your email server



  • We have shared five manual methods in this blog to resolve the Outlook syncing errors.
  • 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.
  • An app password is used instead of your normal account password for apps that don't support two-factor authentication.
  • Once the client started using Outlook again after some time has passed the issue had come back.
  • If it does, you might need to include Outlook exceptions in the settings of your security program.
  • When they go back to the message and press send they get an error that the message has been deleted.
  • The other solution to fix Outlook sync issues is recreating Microsoft Outlook profile.


You'll also receive a mail (to the alternate email and to your admin email) from Microsoft FixTechGuide Office 365 troubleshooting 365 that indicates your tenant has encountered directory synchronization errors. For details see Identify directory synchronization errors in Microsoft 365. I still have it turned on on my laptop and it has not shown any issues yet.

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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