How to Troubleshoot Common Microsoft 365 Problems and Issues

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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 This means that the authentication setup for your sync is no longer valid.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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Outdated credentials get stuck on devices, password sync gets turned off, or Microsoft Entra Connect just doesn’t update like it should.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. While M365 is highly stable, it’s not immune to occasional disruptions. We also check the synchronization scheduler to confirm delta and full sync cycles finish successfully.

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



Troubleshoot Office 365 Sync and Login Issues

To resolve these issues you should run the steps in this article and check whether the groups in your sync's filtering preference contain users in Azure AD. 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. You run the Microsoft consent process using an eligible M365 account after which you will be taken Outlook Stuck on Synchronizing Folders to the sync's setup wizard. You can close the wizard at this point as you do not need to complete it for re-authentication to take effect.

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 diagnose Office activation conflicts attachment, you can run a test sync to obtain this data.

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You'll also receive a mail (to the alternate FixTechGuide fix for stuck folders 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.



  • We also scan Event Viewer logs under Applications and Services Logs → Directory Synchronization for Event IDs like 650–657 (for sync activity).
  • We also check the synchronization scheduler to confirm delta and full sync cycles finish successfully.
  • Sync failure alerts do not always include a full summary or attachment, you can run a test sync to obtain this data.
  • For managed environments, we use Intune or Group Policy to force sign-in credential sync and clear old tokens.
  • 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.


The mailbox says it migrated okay, but I find it can't be accessed, even by another user created in Office 365. When configuring Azure AD Connect, I chose the options for Pass-through Auth + Seamless SSO + Password Hash sync. 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. You need to login to the correct microsoft account if you need to sync your computer and tablet. TrustedTech is dedicated to being a reliable resource for all software and technology support needs.
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