Microsoft Outlook Sync Issue After Office 365 Update Microsoft Q&A

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An app password is used instead of your normal account password for apps that don't support two-factor authentication.



Fix Outlook and Office365 Sync Issues

So, follow the below rebuild Outlook data file quickly 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 Troubleshoot Office 365 Sync and Login Issues mode to only cache 1 year.



Check the connectivity to your email server



  • This software allows users to process numerous OST files at once without any size limitations.
  • After the files get repaired, restart the Outlook program to ensure that the Outlook syncing issues are resolved or not.
  • If users are facing syncing issues in Outlook due to corrupt Outlook data files, they must choose a professional tool, like Shoviv OST to PST Converter Tool.
  • Two-factor authentication helps protect your account by making it more difficult for someone else to sign in.
  • After performing these steps, Outlook’s all folders will be synced to the server.
  • The Mail and Calendar apps for Windows 10 don't support two-factor authentication.
  • Moreover, it maintains the folder hierarchy and metaproperties of the data when processing Outlook data files.
  • This can happen for days at a time, and then disappear for a day or 2, only to appear again.


When the user is signed into their mobile app, webmail, or the Exchange connectivity diagnostic 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



To solve your Outlook issues, download the application from the Microsoft website and follow the directions. If I check the sync log I see a lot of sync errors for Inbox, sent items and a few other folders. The most common cause of an out-of-date account is an incorrect password. In the notification bar at the top of the app, select Fix account. If your password is incorrect, you'll see a message asking you to update your password.

Microsoft Outlook Sync issues



Fix Outlook and Office365 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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