Using New Outlook on Windows for professional communication and productivity
Dear Matt Farrell,
Thank you for the detailed troubleshooting information. The issue occurs in Outlook desktop and Outlook on the web (including InPrivate/Incognito mode); however, it affects only this specific mailbox, while another account on the same computer works correctly.
Since resetting the local Outlook/WebView2 cache, clearing the EBWebView folder, and reinstalling Outlook did not resolve the issue, and the behavior is reproducible in both Outlook desktop and Outlook on the web (including InPrivate/Incognito sessions), the issue appears more likely to be related to the mailbox or a service-side rendering problem.
If you are using a Microsoft 365 work or school account, I recommend contacting your Microsoft 365 administrator and asking them to create a support ticket with Microsoft through the Microsoft 365 Admin Center for further investigation. Microsoft Support can perform backend checks on the affected mailbox and review service-side logs that aren't available through standard troubleshooting. For reference: Get support for Microsoft 365 for business and How do I find my Microsoft 365 admin?
Note: Please understand that as this is a public community forum, no one here has access to your Microsoft 365 tenant, mailbox data, or Microsoft's internal service diagnostics.
In the meantime, there are some things I recommend you check again:
- Step 1: Test the affected mailbox from a completely different device and network
- Step 2: Check whether the problem affects all messages with multiple attachments or only specific messages
- Step 3: Review whether any mailbox-level add-ins, information protection labels, transport rules, or third-party email security products are modifying affected messages.
If you have any questions or if I have misunderstood anything, please feel free to reach out. Looking forward to your update.