Sending, receiving, and organizing email in Outlook on the web for business
Dear Joe Russ,
Thank you for your update.
I have also tested this behavior in my own environment and was able to reproduce a similar issue with Outlook search results, where the expected message preview is not displayed as anticipated.
I also found this documentation Search results are displayed without message preview in Outlook. Microsoft explains that search-result previews can vary depending on the underlying search technology and the search scope being used. It also notes that changing the Message Preview setting only affects certain scenarios, so the behavior may continue even after the setting has been reset.
Since you have already tried resetting the Message Preview setting and the same behavior occurs in both Classic Outlook and Outlook on the web, I recommend raising a support ticket so that the behavior can be investigated. Additionally, you can report this behavior through Help > Feedback in Outlook. This allows you to provide details about the issue and share your experience with the Outlook product team.
Please understand that as forum moderator, my primary goal is to provide helpful guidance and support through general troubleshooting steps. While I don’t have access to internal systems required to resolve account issues, I truly appreciate your understanding of these limitations. I genuinely hope the information I share helps guide you in the right direction, and I'm always here to assist as much as I can within my scope.
I hope this helps! Please feel free to reply below if you have any update or further concern.