If you can sync your email when the firewall is turned off, you'll need to allow the Mail and Calendar apps through the firewall. Windows Defender Security Center is free security software that's included with Windows 10. If you haven't installed alternative security software, you should temporarily turn off Windows Defender Security Center. Test other disable faulty add-ins in Outlook programs or websites to be sure Outlook is the only problem.

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 modern authentication troubleshooting is not from a trusted certifying authority."

Check the connectivity to your email server

• 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.
• It is possible for a corrupted Outlook profile to impede synchronization.
• 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.
• Apart from this, we also discuss the Shoviv OST to PST Converter Tool, a professional way to repair, recover, and convert Outlook data files.
• If you can sync your email when the firewall is turned off, you'll need to allow the Mail and Calendar apps through the firewall.

After performing these steps, Outlook’s all folders will be synced to the server. If this method doesn’t work for you, navigate to other solutions. There can be several reasons for the Outlook synchronization error. Before Fix Outlook and Office365 Sync Issues we know the solutions, we will understand a few common causes of the Outlook sync problem.

Methods to fix Microsoft Outlook syncing error

If the connection is poor, consider restarting your modem/router or moving to a more reliable network. After these instructions, ensure the sync settings are correct and check everything is working well. I’m at wits end and Microsoft stopped helping me because they feel the problem is on our end. However, I cannot find any reason why his account would do this only on our domain nothing is blocking our connection to Office 365. Here is the strange part I tried to remove the computer from the domain and have Outlook run from a local account for a few days.

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.