Hi Toby McDaid,
Good day.
Thank you for posting to the Microsoft Community. We are glad to assist.
I understand your frustration with the new Outlook’s behavior. In the old Outlook, it was indeed convenient to see your own response at the top of an email chain. Unfortunately, the new Outlook doesn’t display your reply in the same way.
However, there are a couple of workarounds you can try:
Conversation View:
- From any mail folder (such as your inbox), select View > Show as Conversations to toggle the Conversation view on or off.
- Conversations that include multiple messages are identified in the message list by a triangular expand/collapse icon.
- While this won’t show your reply at the top, it groups related emails together, making it easier to follow the conversation.
Sort Conversations by Most Recent Email:
- Within a conversation, you can sort it so that the most recent email appears in the condensed view.
- This way, regardless of whether the email was received or sent, the latest message will be visible.
Remember that adjusting these settings might not exactly replicate the old behavior, but they can help you manage your conversations more effectively in the new Outlook.
If you’re still having trouble, you can try contactingGet support - Microsoft 365 admin | Microsoft Learn the support team will have access to assist remotely and collect logs to investigate the issue from the back end.
I hope this helps let me know if this is contrary to what you need, I would still be helpful to answer more of your questions.
Best Regards
Community Moderator