Fixing problems with directory synchronization for Microsoft 365 Microsoft 365 Enterprise Microsoft Learn

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These can include missing files, ghost icons, or documents that do not update in real-time.



Troubleshoot Office 365 Sync and Login Issues

Microsoft offers several built-in tools to help identify and resolve persistent issues. You can stop any accounts from being brought over by adding them to the sync deny list. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. I'm considering deleting as many objects from the tenancy as I can, and starting from as close to the beginning as I can. 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. A vast community of Microsoft Office365 users that are working together to support the product and others.

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If a password reset in Office 365 isn’t syncing, users usually get sign-in errors or find old credentials still hanging around on devices. We focus on restoring sync between Microsoft Entra ID (Azure AD), on-premises Active Directory, and user devices so everyone gets back in without headaches. If password sync is off or the server is in staging mode, passwords won’t update. We turn password sync back on by running the Entra Connect configuration wizard and picking Customize synchronization options. Check that your password change actually synced between your on-premises Active Directory and Microsoft Entra ID (formerly Azure AD). If it didn’t, a few targeted checks usually restore access—no need to keep resetting your password over and over.

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 online Outlook email repair utility 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

Waiting a few minutes after changing the password often clears FixTechGuide Outlook repair tutorial up short-term sync issues. 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 usually check settings like Password Writeback, Synchronization Rules Editor, and Service Account Permissions to spot misconfigurations. Sometimes a missing or outdated connector blocks the link between Microsoft Entra ID and your local domain controller.

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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. We check that Microsoft Entra Connect (Azure AD Connect) runs the latest version and password sync is on. Keeping things updated helps avoid compatibility issues between on-premises Active Directory and Microsoft 365. If problems stick around, we rejoin the Fix Outlook Not Opening After Windows Update devices to Microsoft 365 services.



  • The sync does not delete users but rather sets them to inactive.
  • If it didn’t, a few targeted checks usually restore access—no need to keep resetting your password over and over.
  • Our relationship to the Microsoft Partner Network allows us to provide competitive pricing and authentic software and support, all with a much-needed human element.
  • On macOS or iOS, delete stored credentials from Keychain Access.
  • Checking the sync logs helps confirm password changes are making it everywhere they should.
  • Bad settings in Azure AD Connect cause lots of password sync failures.


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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