Outlook sync errors with Office 365 Software & Applications

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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.



Troubleshoot Office 365 Sync and Login Issues

We tackle these by making sure the reset went through, checking Azure AD Connect, and confirming each device uses the right sign-in setup. We keep password synchronization reliable by staying proactive and making sure users know how their actions affect access across Microsoft 365 and their devices. Even when sync works, cached passwords on devices can cause login failures. Windows, Outlook, and mobile apps often save passwords so users don’t have to keep typing them. If a password changes, those caches might still use the old one until you clear them out. The M365 sync establishes a synced dataset based on your M365 data and the filtering configuration of your sync.

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What to do when Office 365 password reset doesn’t sync across devices





Real-time collaboration is at the core of Microsoft 365; however, issues can arise due to permissions, software version conflicts, or connectivity problems. Find out what to do if you are having issues with syncing users or groups from Microsoft 365. It seems to be some sort of error with the user not being able to connect and sync with modern authentication troubleshooting M365 servers. We also scan Event Viewer logs under Applications and Services 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 Errors like Event ID 611 point to invalid replication data or outdated software. On the sync server, we open the Synchronization Service Manager and check that the last sync finished without errors.

Login & Sync Errors: Personal & Business Microsoft 365 Accounts on Same Device





Start by disconnecting the device from Work or School Account settings, then reconnect with the user’s updated password. Cached credentials on Windows or mobile devices can block the update. We tell users to sign out and sign back in with the new password. Running the Azure AD Connect Health tool gives you alerts for sync errors and interruptions. Keeping Azure AD Connect up to date and testing sync regularly helps password resets flow like they’re supposed to.

Reviewing Device Sign-In Settings



Troubleshoot Office 365 Sync and Login Issues

You can view your credential loop in Microsoft 365 inactive users on the Users page and delete them as you see fit. 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. If sync keeps failing, we make sure the Microsoft Entra Connect service account has the right permissions and the server connects to the domain controller. Updating Azure AD Connect to the latest build often fixes known sync issues.

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You'll also receive a mail (to the alternate FixTechGuide email error solutions 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 check that the Work or School Account in Windows Settings is active and linked to the right domain. If there’s a sync error, we disconnect and reconnect the account.

Common Causes of Office 365 Password Reset Sync Issues



  • You can run a sync manually with PowerShell or the Azure AD Connect tool to make sure updates go through.
  • Devices sometimes keep using cached passwords even after a successful sync.
  • The mailbox says it migrated okay, but I find it can't be accessed, even by another user created in Office 365.
  • The Summary sheet on the spreadsheet attachment of your sync summary includes an Updated User Count and User Limit.
  • TrustedTech delivers unbeatable customer service, with experts in licensing and high-level technicians always on-call to answer your tech issues in-depth.
  • Here’s a step-by-step approach to help you spot the issue, fix it, and avoid these sync delays down the road.
  • With apps syncing across devices and cloud services, sync issues are among the most frequently reported M365 problems.
  • The sync will fail if it can't find any users that comply with your filtering preferences or the system's requirements for user records.


You should run a test sync after re-authenticating the sync to ensure it is working. 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. If there’s a delay, we manually trigger a password sync using Microsoft Entra Connect.
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