How to Troubleshoot Common Microsoft 365 Problems and Issues

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Office 365 sync problems and login fixes

If none of the above steps work and your Office 365 problems continue to impact your business, it may be time to speak to experts. Our team at TECHOM Systems is experienced in identifying and resolving complex Microsoft 365 issues. Getting professional help ensures your systems run smoothly without wasting more time on trial and error fixes. Sometimes, a recent update can cause unexpected issues like app crashes, login failures or syncing problems.

Calendar Sync Issues in Outlook



If there’s a delay, we manually trigger a password sync using Microsoft Entra Connect. Waiting a few minutes after changing the password often clears up short-term sync issues. We look at audit logs in the Microsoft 365 admin center to see when and where Exchange connectivity diagnostic the password changed. That tells us if the new credentials made it to the cloud directory.

Proactive Services





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 to manage users and groups on-premises and synchronize additions, deletions, and changes to the cloud. 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.

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Office 365 sync problems and login fixes

Microsoft 365 is a robust platform, but when problems arise, fast resolution is key to productivity. From sync mailbox not updating on IMAP errors to sign-in challenges and collaboration setbacks, these common Office 365 troubleshooting techniques can restore service quickly. 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. Password sync usually fails when credentials don’t update between Microsoft Entra ID (Azure AD) and your on-premises Active Directory.

Microsoft 365 Admin Center Not Responding



  • 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.
  • Sometimes a missing or outdated connector blocks the link between Microsoft Entra ID and your local domain controller.
  • Select the icon you see on your PC from the list below, and we'll show you the steps to help get you syncing again.
  • Getting professional help ensures your systems run smoothly without wasting more time on trial and error fixes.
  • From sync errors to sign-in challenges and collaboration setbacks, these common Office 365 troubleshooting techniques can restore service quickly.
  • You can run a sync manually with PowerShell or the Azure AD Connect tool to make sure updates go through.


On the sync server, we open the Synchronization Service Manager and check that the last sync finished without errors. Users often forget their passwords, enter outdated credentials or face problems when the authentication app isn’t working properly. 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.





You are gaining a trusted IT partner who genuinely wants your business to run smoothly every single day. Instead, we will look at your Microsoft 365 environment and provide solutions tailored to your setup. As a verified Microsoft Partner, we stay updated with the latest features, patches and Office 365 known issues today. This means we know how to fix problems fast and with full accuracy.
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