Hi everyone! I'm facing a frustrating issue with the new version of Outlook. My user has to keep clicking "Sync" to see new emails in her inbox. I've tried several troubleshooting steps:
- Uninstalled and reinstalled the latest version, but the problem persists.
- Gave her a brand new MacBook M5, but the issue continues on both her old and new laptops.
- Reset her password, updated MFA methods, and verified her account status along with UPN and Principal Names.
- Tried connecting to a mobile hotspot to rule out network issues, but no luck.
- Cleared Outlook cache and reset the account.
When I revert to the classic Outlook, everything works perfectly fine, and Outlook Web Access (OWA) has no issues either. I'm out of ideas on how to get her back to the new version, especially with our security stack in place, which I have tried uninstalling to troubleshoot. Any suggestions would be greatly appreciated!
4 Answers
Man, I really feel you on the new Outlook frustrations. It's just... not great, right? Those issues seem to happen a lot, especially with complex setups.
Honestly, at this point, I'd suggest just sticking with the classic version. It seems to work without any issues.
Have you checked if the issue persists while connected to the corporate network? I know you mentioned it happens at home and on mobile, but it might act differently on-site.
Yep, it’s the same problem whether on-premises or connected through VPN.
You might want to confirm what mail service is being used with Outlook. Is it Microsoft 365, and are you sure it's using the default connection rather than POP or IMAP? That's a common mistake.
Good point! It’s both M365 accounts. I double-checked, and there’s no IMAP or POP configuration.

Tell me about it! But the user is so attached to it, I guess we have to make it work.