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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. We go above and beyond the average software reseller because we built our business on trust. As active members in the IT community, we work to support our clients’ businesses and provide them with peace of mind. After these instructions, ensure the sync settings are correct and check everything is working well. For managed setups, we can push a PowerShell script with Intune or Group Policy to clear cached tokens on all devices. 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'll also receive a mail (to the alternate email and to your admin email) from Microsoft 365 that indicates your tenant has encountered directory synchronization errors.Here’s a step-by-step approach to help you spot the issue, fix it, and avoid these sync delays down the road.We keep password synchronization reliable by staying proactive and making sure users know how their actions affect access across Microsoft 365 and their devices.Now, we will verify the server settings to fix the Outlook synchronization error.When they go back to the message and press send they get an error that the message has been deleted.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.
Troubleshooting Microsoft 365 sync issues
This pops up a lot after admins reset a password in the Microsoft 365 admin center. That changes the password in Microsoft Entra ID, but not right away in your local Active Directory. You end up with mismatched passwords between the cloud and your local network. If you don't wish an inactive user to be made active by the M365 sync, you can add the user's email address to the sync forbid list. You can do this in the Microsoft 365 Sync Wizard on the configuration page of your platform settings. Knowing the reasons behind the Outlook sync issues will help us to fix this problem and prevent issues in communication and workflow.
Common Reasons Behind Outlook Sync Issues
I would greatly appreciate expert Outlook tips by FixTechGuide it if you could let me know if your issue has been resolved. 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.
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Now, we will verify the server settings to fix the Outlook synchronization error. Once you have completed the steps to fix Outlook sync errors, kindly check if the error has been fixed or not. The M365 sync establishes a synced dataset based on your M365 data and the filtering configuration of your sync.
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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. In these cases, direct escalation to Microsoft or working with a Microsoft CSP partner, such as TrustedTech, can expedite resolution and minimize downtime. Our licensing engineers can help triage complex problems and ensure you're on the right support path. Microsoft offers several built-in tools to help identify and resolve persistent issues. A vast community of Microsoft Office365 users that are working together to support the product and others. TrustedTech is dedicated to being a reliable resource for all software and technology support needs.
We also scan Event Viewer logs under Applications and Services troubleshoot Outlook synchronizing folders error Logs → Directory Synchronization for Event IDs like 650–657 (for sync activity). Errors like Event ID 611 point to invalid replication data or outdated software. The error message in the Summary sheet of the Sync Summary spreadsheet attachment can also highlight the reason for this.
Troubleshooting Co-Authoring and Collaboration Errors
On the sync server, we open the Synchronization Service Manager and check that the last sync finished without errors. Azure AD Connect handles password sync, but it runs on a schedule—usually every 30 minutes. So, if you just changed your password, there might be a short window where your old password still works and the new one hasn’t reached every system.
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Devices sometimes keep using cached passwords even after a successful sync. If users access multiple apps with the same login, we make sure Single Sign-On (SSO) settings line up so the new password works everywhere in Microsoft 365. 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 tell users to sign out completely and remove stored credentials from Windows Credential Manager or their device’s keychain.
We check that the Work or School Account in Windows Settings is active and linked to the right domain. 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 Fix Outlook and Office365 Sync Issues AD since the M365 sync was configured on your account.