Hi Steve,
From your description, I understand you want to have the same user experience (when clicking “To”, “Cc”, etc., it will bring up all the contacts directly.) in the Outlook for Mac client as in the Windows Outlook client.
This is a good idea and it can save a lot of time. Therefore, I suggest you submit feedback about the feature by clicking the smiley face on the top right corner of the app to let your voice be heard directly in our product team. Many features have been designed or upgraded based on our customers’ constructive comments.
Thanks for your time and understanding.
Regards,
Robert