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.

• 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.
• Now, we will verify the server settings to fix the Outlook synchronization error.
• When they go back to the message and press send they get an error that the message has been deleted.
• If you're looking for smarter ways to manage, secure, or optimize your Microsoft 365 (M365) environment, our U.S.-based team is here to help.
• The Summary sheet on the spreadsheet attachment of your sync summary includes an Updated User Count and User Limit.

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

I would greatly appreciate Fix Outlook and Office365 Sync Issues it if you could let me know if your issue has been resolved. TrustedTech delivers unbeatable customer service, with experts in licensing and high-level technicians always on-call to answer your tech issues in-depth. TrustedTech is a Microsoft CSP Direct Bill Partner with all six Solutions Partner designations and decades of expertise in licensing, support, and cloud infrastructure.

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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.





We also scan Event Viewer logs under Applications and Services credential loop in Microsoft 365 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.



This blog talks about the causes behind Outlook synchronization errors and a few solutions to fix Outlook sync issues. We have shared five manual methods in this blog to resolve the Outlook syncing errors. Apart from this, we also discuss the Shoviv OST to PST Converter Tool, a professional way to repair, recover, and convert Outlook data files. This solution will be beneficial for users who are facing Outlook syncing issues because of corrupted PST or OST files. Users can also try its free demo version in their system and process the first 50 items from each folder freely.

To get the sync working you will either need to delete users or have the user limit on your account increased. Find out what to do if you are having issues with syncing users or groups from Microsoft 365. Real-time collaboration is at the core of Microsoft 365; however, issues can arise due to permissions, software version conflicts, or connectivity problems. There can be several reasons for the Outlook synchronization error. Before we know the solutions, we will understand a few common causes of the Outlook sync problem.

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.

Keeping Azure AD Connect up to solve Office 365 mailbox sync delays date and testing sync regularly helps password resets flow like they’re supposed to. Password sync usually fails when credentials don’t update between Microsoft Entra ID (Azure AD) and your on-premises Active Directory. Most of the time, the problem comes from timing delays, configuration mistakes, or cached credentials on devices that don’t pick up new passwords. Outdated credentials get stuck on devices, password sync gets turned off, or Microsoft Entra Connect just doesn’t update like it should. Here’s a step-by-step approach to help you spot the issue, fix it, and avoid these sync delays down the road.