How to Troubleshoot Common Microsoft 365 Problems and Issues

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This pops up a lot after admins reset a password in the Microsoft 365 admin center.



Troubleshoot Office 365 Sync and Login Issues

For managed environments, we use Intune or Group Policy to force sign-in credential sync and clear old tokens. Boost your SMB’s security and compliance with Microsoft 365 Business Premium. Discover Defender and Purview add-ons for enterprise-grade protection at SMB-friendly pricing. This means that the authentication setup for your sync is no longer valid. This can happen for the a number reasons particularly if your sync authenticates using Delegated Permissions. You will need to have the correct privileges set on your Azure account in order to set up the M365 sync.

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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 Outlook data file cannot be accessed 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

But setup is a little complicated and it can sometimes be difficult to identify the source of problems. We have resources to help you identify potential issues and fix them. 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. The sync will fail if the total number of all users (active or inactive) on your account exceeds the user limit placed upon it if present.

Reviewing Device Sign-In Settings



Troubleshoot Office 365 Sync and Login Issues

The Users Processed count will be 0 is there are no users in the synced dataset after filtering. The sync will fail if the groups you selected to load users from no longer exist in Azure AD. Typically this is because the selected groups have been deleted from Azure AD since the M365 sync was configured on your account. To get the sync working you will either need to delete users or have the user limit on your FixTechGuide Windows update Outlook fix account increased. Users I create within the Office 365 portal are fine, so I assume it is something to do with Azure AD Connect. We have reset the router, checked internet speeds, signed in and out of M365 apps, reinstalled apps and checked for Windows updates.



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 rebuild Outlook data file quickly devices to Microsoft 365 services.



  • 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.
  • On the sync server, we open the Synchronization Service Manager and check that the last sync finished without errors.
  • 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.


First, we check that the password reset finished in Microsoft 365 or Microsoft Entra ID. The user should log in to the Office 365 web portal with the new password. If the old password still works, the reset probably hasn’t synced. To avoid this, double-check that password writeback is turned on and working. You can run a sync manually with PowerShell or the Azure AD Connect tool to make sure updates go through. Checking the sync logs helps confirm password changes are making it everywhere they should.
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