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

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Here’s a step-by-step approach to help you spot the issue, fix it, and avoid these sync delays down the road.



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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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

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 connection status shows disconnected 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

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 Outlook Login Issues Troubleshooting 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 Outlook stuck updating folders solution devices to Microsoft 365 services.

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.
  • If there’s a delay, we manually trigger a password sync using Microsoft Entra 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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