Hi @Ben Cantor
Thank you for posting your question in the Microsoft Q&A forum.
Based on description, you can group conversations in New Outlook but not in Outlook Web.
After I tested on my own, I encountered the same issue as yours.
I believe this is a limitation on Outlook Web. It works fine in New Outlook.
And I agree with you this feature is very useful, as it already existed in New Outlook, bring this to Outlook Web is reasonable and logical.
I recommend you raise your valuable ideas via Feedback Portal.
Microsoft will listen and try the best to enhance customers' experience.
Thanks for your contribution.
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