It also provides the option to export the Outlook OST file into Office 365 and Live Exchange guide to Office 365 sign-in errors 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

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 Outlook Stuck on Synchronizing Folders is not from a trusted certifying authority."

Check the connectivity to your email server

• 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.
• An app password is used instead of your normal account password for apps that don't support two-factor authentication.
• Once the client started using Outlook again after some time has passed the issue had come back.
• When they go back to the message and press send they get an error that the message has been deleted.
• Always make sure your profile and settings are set up correctly, your software is up to date, and your connection is steady.
• The other solution to fix Outlook sync issues is recreating Microsoft Outlook profile.

When the user is signed into their mobile app, webmail, or the troubleshoot Outlook synchronizing folders error Windows Mail app, they are able to receive email perfectly fine with those. The issue is occurring only in the Outlook program installed on Windows. To update from Azure AD Sync to Microsoft Entra Connect, see the upgrade instructions.

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

To make sure there are no issues, click Test Account Settings to test the connection. It is possible for a corrupted Outlook profile to impede synchronization. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. If the problems do not occur in safe mode, its most likely an add-in causing grief. I’ve been in contact with Microsoft they had me migrate his account\data to another server this did not fix it.