If it didn’t, a few targeted checks usually restore access—no need to keep resetting your password over and over. The other solution to fix Outlook sync issues is recreating Microsoft Outlook profile. We start by checking that Azure AD Connect is running and password sync is enabled. If it’s in Staging Mode or a recent change didn’t trigger a full sync, passwords won’t update in Microsoft 365.

• You'll also receive a mail (to the alternate email and to your admin email) from Microsoft 365 that indicates your tenant has encountered directory synchronization errors.
• Here’s a step-by-step approach to help you spot the issue, fix it, and avoid these sync delays down the road.
• We keep password synchronization reliable by staying proactive and making sure users know how their actions affect access across Microsoft 365 and their devices.
• This software allows users to process numerous OST files at once without any size limitations.
• Windows, Outlook, and mobile apps often save passwords so users don’t have to keep typing them.
• When they go back to the message and press send they get an error that the message has been deleted.
• Once you have completed the steps to fix Outlook sync errors, kindly check if the error has been fixed or not.

Troubleshooting Microsoft 365 sync issues

Similarly you should review the Users Deactivated sheet on the sync summary spreadsheet attachment as you can also delete these users to bring your total down. You'll also receive a mail (to the alternate email and to your admin email) from Microsoft 365 that indicates your tenant has encountered directory synchronization errors. For details see Identify directory synchronization errors in Microsoft 365. We also check the synchronization scheduler to confirm delta and full sync cycles finish successfully. We check that Microsoft Entra Connect (Azure AD Connect) runs the latest version and password sync is on.

Common Reasons Behind Outlook Sync Issues

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Our training has quick guides about what happens after you update your password. For example, you might get signed out or have to reauthenticate on your phone. We also remind users to refresh their Office sign-in token by signing out of all Microsoft apps and signing back in with the new password.

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We show users how to reset passwords using approved methods like the Microsoft 365 portal or self-service password reset (SSPR). If someone changes their password only in the cloud or just on a local system, things can get out of sync pretty quickly. Bad settings in Azure AD Connect cause lots of password sync failures. If password writeback isn’t enabled or the service account doesn’t have the right permissions, new passwords won’t update in Active Directory. That leaves people locked out with their new password on the cloud but not locally. 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.

What should I do if my sync failed due to authentication issues?

You can stop any accounts from being brought over by adding them to the sync deny list. Please allow me a few minutes to review your question Outlook stuck updating folders solution to ensure that I don't miss anything. TrustedTech is a Microsoft solutions Partner in the following areas.



On the sync server, we open the Synchronization Service Manager and check that the last sync finished without errors. Azure AD Connect handles password sync, but it runs on a schedule—usually every 30 minutes. So, if you just changed your password, there might be a short window where your old password still works and the new one hasn’t reached every system.

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Devices sometimes keep using cached passwords even after a successful sync. If users access multiple apps with the same login, we make sure Single Sign-On (SSO) settings line up so the new password works everywhere in Microsoft 365. We look at audit logs in the Microsoft 365 admin center to see when and where the password changed. That tells us if the new credentials made it to the cloud directory. We tell users to sign out completely and remove stored credentials from Windows Credential Manager or their device’s keychain.

We check that the Work or School Account in Windows Settings is active and linked to the right domain. The sync will fail if the groups you selected to load users from no longer exist in Azure AD. Typically this is because the selected groups have been deleted from Azure flush DNS and re-sync Outlook AD since the M365 sync was configured on your account.