It seems you are experiencing a common issue with Outlook for Mac where it gets stuck in a login loop when trying to authenticate with your Google account. Here are a few steps you can try to resolve this issue:
- Check for Updates: Ensure that your Outlook for Mac is updated to the latest version. Sometimes, updates include fixes for known issues.
- Clear Keychain Entries: Since you've mentioned trying keychain fixes, make sure to delete any cached passwords and authentication tokens related to your Google account in Keychain Access. This can help remove any corrupted entries that might be causing the loop.
- Remove and Re-add Account: You mentioned that removing and re-adding the account temporarily fixed the issue. After re-adding, ensure that you are entering the correct credentials and that your Google account settings allow access from less secure apps if necessary.
- Check Google Account Security Settings: Sometimes, Google may block sign-in attempts from certain apps. Check your Google account security settings to ensure that there are no restrictions preventing Outlook from accessing your account.
- Try Safe Mode: Boot your Mac in Safe Mode to see if the issue persists. This can help determine if third-party applications or extensions are causing the problem.
- Contact Support: If the issue continues, consider reaching out to Microsoft Support for further assistance, as they may have additional troubleshooting steps specific to your situation.
If none of these solutions work, it may be beneficial to check for any specific error messages or logs that could provide more insight into the issue.