Both of our authentication methods can fail if the Enterprise Applications entry for the sync in Azure AD is deleted or if it has had its permissions modified. We go above and beyond the average software reseller because we built our business on trust. As active members in the IT community, we work to support our clients’ businesses and provide them with peace of mind. After these instructions, ensure the sync settings are correct and check everything is working well. For managed setups, we can push a PowerShell script with Intune or Group Policy to clear cached tokens on all devices. A quick look at the Microsoft Entra Connect Health portal helps us see if sync tasks are current and the connection to Microsoft 365 is steady.

• 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.
• Therefore, now we will know the steps to repair the Outlook data file.
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• We check that the Work or School Account in Windows Settings is active and linked to the right domain.
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Troubleshooting Microsoft 365 sync issues

This pops up a lot after admins reset a password in the Microsoft 365 admin center. That changes the password in Microsoft Entra ID, but not right away in your local Active Directory. You end up with mismatched passwords between the cloud and your local network. If you don't wish an inactive user to be made active by the M365 sync, you can add the user's email address to the sync forbid list. You can do this in the Microsoft 365 Sync Wizard on the configuration page of your platform settings. Knowing the reasons behind the Outlook sync issues will help us to fix this problem and prevent issues in communication and workflow.

Common Reasons Behind Outlook Sync Issues

If the old password still works, the reset probably hasn’t synced. To resolve these issues you should run the steps in this article and check flush DNS and re-sync Outlook whether the groups in your sync's filtering preference contain users in Azure AD. The simplest way to resolve authentication issues is to rerun the authentication process by clicking the Sign in with Microsoft on the Microsoft 365 settings page.

Address

Keeping things updated helps avoid compatibility issues between on-premises Active Directory and Microsoft 365. If problems stick around, we rejoin the devices to Microsoft 365 services. Start by disconnecting the device from Work or School Account settings, then reconnect with the user’s updated 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?

We also scan Event Viewer logs under Applications and Services FixTechGuide login issue guide Logs → Directory Synchronization for Event IDs like 650–657 (for sync activity). Errors like Event ID 611 point to invalid replication data or outdated software. The error message in the Summary sheet of the Sync Summary spreadsheet attachment can also highlight the reason for this.



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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Methods to fix Microsoft Outlook syncing error

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.

With apps syncing across devices and cloud services, sync issues are among the most frequently reported M365 problems. These can include missing files, ghost icons, or documents that do not update in real-time. Here, we will Troubleshoot Office 365 Sync and Login Issues discuss the five manual methods to fix sync issues in Outlook or OWA.