Microsoft Outlook Sync Issue After Office 365 Update Microsoft Q&A

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We have shared five manual methods in this blog to resolve the Outlook syncing errors.



Fix Outlook and Office365 Sync Issues

It also provides the option to export the Outlook OST file into Office 365 and Live Exchange Fix Outlook and Office 365 Errors 2025 mailboxes. This software also has a splitter option to split large-sized PST files into smaller ones, helping users prevent oversized PST file issues. 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. Incorrect Outlook settings can also be one of the reasons behind Outlook synchronization errors.

Method 4: Recreating the Outlook Profile



Fix Outlook and Office365 Sync Issues

However once I joined this computer back to the domain and let it sit for a few days it was also working fine. Once the client started using Outlook again after some time has passed the issue had come back. I’ve tried to set cache mode from 1 year all the way down to a few days. If your password isn't the problem, you might have a certificate error. If so, you'll see a message that says, "There is a problem with the server's security certificate. The security certificate fix MFA prompts not working is not from a trusted certifying authority."



Check the connectivity to your email server



  • We have resources to help you identify potential issues and fix them.
  • I’ve unchecked download shared folders when setting up a new Outlook profile.
  • There are various methods to resolve the Outlook sync issues, including manual and third-party solutions.
  • Below are the steps I’ve taken to try to resolve this issue.
  • Firewalls and antivirus software might prevent you from syncing your email and calendar events.
  • If so, you'll see a message that says, "There is a problem with the server's security certificate. The security certificate is not from a trusted certifying authority."
  • This solution will be beneficial for users who are facing Outlook syncing issues because of corrupted PST or OST files.


However I do not use Outlook on it as much as I do on my desktop. If you're using an Exchange account that requires advanced settings, you'll need to remove the account and add it again using advanced settings. To add the account using advanced settings, see Add an account using advanced setup. The Support and Recovery Assistant, a tool provided by Microsoft, can identify and resolve common Outlook problems. It is capable of automatically Fix Outlook and Office 365 Errors 2025 identifying problems with account setups, sync, and other typical mistakes.

Methods to fix Microsoft Outlook syncing error



If the size of your .ost file is close to the limit, you could try increasing the limit on your client, restart Outlook and see if there is any difference. If you're using an Outlook.com, Microsoft 365, or Exchange account, you won't have advanced mailbox settings unless the account was set up using advanced setup. The client has a computer off the domain at home that his work email is tied to and he has never had any of these issues in Cache mode with that device. I’ve unchecked download shared folders when setting up a new Outlook profile. Check with your email provider for instructions about how to create an app password for your email account. The Mail and Calendar apps for Windows 10 don't support two-factor authentication.

Microsoft Outlook Sync issues





I’ve tried the Microsoft office uninstall tool provided by Microsoft (which deletes more items then just control panel uninstall). Below are the steps I’ve taken to try to resolve this issue. Two-factor authentication helps protect your account by making it more difficult for someone else to sign in. It verifies your identity using your password and a contact method (also known as security info). Outlook will show as connected to Exchange but is not receiving any new email. This can happen for days at a time, and then disappear for a day or 2, only to appear again.
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