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

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You run the Microsoft consent process using an eligible M365 account after which you will be taken to the sync's setup wizard.



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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Outdated credentials get stuck on devices, password sync gets turned off, or Microsoft Entra Connect just doesn’t update like it should.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

On Windows, open Credential Manager, pick Windows Credentials, and remove anything related to Office 365 or Microsoft 365. On macOS or iOS, delete stored credentials from Keychain Access. To update from Azure AD Sync FixTechGuide fix for stuck folders to Microsoft Entra Connect, see the upgrade instructions.

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





Bad settings in Azure AD Connect cause lots of password sync failures. If password writeback isn’t enabled or the service account doesn’t have the right permissions, new passwords won’t update in Active Directory. That leaves people locked out with their new password on the cloud but not locally. We show users how to reset passwords using approved methods like the Microsoft 365 portal or self-service password reset (SSPR). If someone changes their password only in the cloud or just on a local system, things can get out of sync pretty quickly.

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 Troubleshoot Office 365 Sync and Login Issues 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.



You'll also receive a mail (to the alternate Office 365 sync problems and Login fixes 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.

Common Causes of Office 365 Password Reset Sync Issues



  • 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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