Using New Outlook on Windows for personal email, calendar, and contact management
Thank you @Joseph Tonnos for providing the detailed isolation results. The fact that Gmail Web and Classic Outlook continue receiving messages while New Outlook and Outlook mobile stopped syncing after the same date is important evidence.
Microsoft documents that Gmail accounts can synchronize through the Microsoft Cloud in New Outlook for Windows and Outlook mobile. You can review the official guidance here: Sync your account in Outlook to the Microsoft Cloud: https://support.microsoft.com/en-us/outlook/getstarted/sync-your-account-in-outlook-to-the-microsoft-cloud
I cannot directly inspect Microsoft's internal synchronization logs or reprovision the server-side Gmail connector from this public forum. However, your findings warrant further investigation into the shared synchronization service rather than repeating local troubleshooting.
Please submit a problem report through New Outlook using “Help” > “Feedback” > “Report a problem”. Include your findings, the October 18, 2026 cutoff, and the steps already completed. Enable “Collect logs for feedback” and “Can we contact you about this feedback” if those options are available.
Should you need further info in the meantime, please let me know.
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Thanks!