Managing meetings and events using Outlook on the web for business
Hi @Lily Bergmann,
Thank you for describing your setup and the steps you’ve already taken so clearly.
From your description, this does indeed sound more like a sync or service-side issue rather than something misconfigured locally. You’ve already covered the key checks around timezone, cache, and reapplying the settings, so there’s not much more to troubleshoot from the user side. The difference you’re seeing, especially the two-hour shift, could be related to how the service is interpreting timezone or tenant-level settings, but normally it should handle that automatically.
Please kindly understand that this is a user‑to‑user community forum. I don’t have access to internal diagnostic tools or backend systems, nor do I have permissions to directly investigate or fix the issue. I can only share suggestions based on research and experience from similar cases in the community, and I truly appreciate your understanding.
At this stage, I would strongly recommend that you submit a support ticket with Microsoft. This allows the backend engineering team to review your Bookings with Me configuration, check for any synchronization delays or inconsistencies, and confirm whether this is a known issue affecting your tenant.
If you’re not an admin, it would be best to reach out to your Microsoft 365 administrator and gently ask them to raise the ticket on your behalf.
Tips: You can switch off the Support Assistant as shown in the screenshot, then type a few short characters into the search box and select Get Help. After that, wait for the Contact Support button to appear and click it. At the final step, be sure to clearly describe your request in the description fields so the support engineers can quickly understand your issue and assist you more effectively.
Once the ticket opens, a technical support technician can conduct a remote session to investigate the situation, review the backend configurations, and run the necessary synchronization tools to resolve the issue. If further intervention is required, they can refer the matter to a specialized team for in-depth analysis. In this situation it’s very likely the fastest and most reliable way to get a clear answer and proper resolution.
Hope this helps point you in the right direction, and I really appreciate the effort you’ve already put into narrowing this down.
Thank you again for your understanding.
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