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The other solution to fix Outlook sync issues is recreating Microsoft Outlook profile. Follow each step carefully to resolve synchronization errors. Sometimes an error appears in the Mail and Calendar apps when rebuild Outlook data file quickly the apps try to sync new email or calendar events. We’ve had sync issues with employees from time to time however, re doing the mail profile or wiping the Windows profile usually fixes it.
Method 4: Recreating the Outlook Profile
If two-factor authentication is turned on for your account, you'll need to create an app password for that account. An app password is used instead of your normal account password for apps flush DNS and re-sync Outlook that don't support two-factor authentication. Before you begin, make sure that your device has the latest operating system and app updates. Try the general troubleshooting solutions in Troubleshooting Mail and Calendar apps for Windows 10. Once you have completed the steps to fix Outlook sync errors, kindly check if the error has been fixed or not.
Check the connectivity to your email server
I’ve unchecked download shared folders when setting up a new Outlook profile.The Support and Recovery Assistant, a tool provided by Microsoft, can identify and resolve common Outlook problems.Below are the steps I’ve taken to try to resolve this issue.Firewalls and antivirus software might prevent you from syncing your email and calendar events.If so, you'll see a message that says, "There is a problem with the server's security certificate. The security certificate is not from a trusted certifying authority."This solution will be beneficial for users who are facing Outlook syncing issues because of corrupted PST or OST files.
You'll also receive a mail (to the alternate email and to your admin email) from Microsoft online Outlook email repair utility 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.