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With apps syncing across devices and cloud services, sync issues are among the most frequently reported M365 problems.



Troubleshoot Office 365 Sync and Login Issues

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. The system requires that users have a first name, last name and a valid email address that conforms with your domain lock if enabled. The sync does not delete users but rather sets them to inactive. The idea is to provide a recycle bin of users who you can delete when you no longer need them.

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We tell users to sign out completely and remove stored credentials from Windows Credential Manager or their device’s keychain. Sometimes, rejoining the device to Azure AD or just reauthenticating in Office apps does the trick. 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. The Users Loaded count will be 0 if all users fail to meet the system's requirements for user records.

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



Troubleshoot Office 365 Sync and Login Issues

I have multiple users experiencing sync errors with Outlook and office365. 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 mode to only cache 1 year. With directory synchronization, you can continue Troubleshoot Office 365 Sync and Login Issues to manage users and groups on-premises and synchronize additions, deletions, and changes to the cloud.

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



Troubleshoot Office 365 Sync and Login Issues

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

The Summary sheet on the spreadsheet attachment of your sync summary includes an Updated User Count and User Limit. These figures will give you an impression of how far over the limit the account is. Sync failure alerts do not always include a full summary or resolve Outlook not sending emails fast attachment, you can run a test sync to obtain this data.

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We start by checking that Azure AD Connect is running and password sync is enabled. Fix Outlook and Office 365 Errors 2025 If it’s in Staging Mode or a recent change didn’t trigger a full sync, passwords won’t update in Microsoft 365. If a password reset in Office 365 doesn’t sync across devices, it’s usually because of incomplete synchronization, old credentials, or device caching.



  • Even I've only been doing this with test users so far, so haven't actually broken any actual users yet, I still need to get this resolved quickly.
  • We also scan Event Viewer logs under Applications and Services Logs → Directory Synchronization for Event IDs like 650–657 (for sync activity).
  • Running the Azure AD Connect Health tool gives you alerts for sync errors and interruptions.
  • The system requires that users have a first name, last name and a valid email address that conforms with your domain lock if enabled.
  • You can stop any accounts from being brought over by adding them to the sync deny list.
  • Users I create within the Office 365 portal are fine, so I assume it is something to do with Azure AD Connect.


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. 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 error message in the Summary sheet of the Sync Summary spreadsheet attachment can also highlight the reason for this. 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. I didn't try logging in originally, I just assumed they'd work, and so tried migrating mailboxes.

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