Honestly, just try it. I used both and there's no reason to not try depending on which model is superior at a given point. I've found 5.4 to be better atm (subject to change any time) even though Claude Code had a slicker UI for awhile.
As a former MSFT employee (on Azure), Teams daily active users are counted even when someone on Outlook hosts a meeting, which is automatically converted into a Teams meeting link. Therefore, unless an enterprise is still sticking with Skype, Teams users will automatically get trickled in from Outlook.
I will be coming back and taking over a lot of the engineering work as well as operations. This is especially time sensitive because we are trying to figure this out for Demo Day. If I am not able to attend the events since I am under 10%, then it defeats the purpose of my moving out there immediately and continue to just work remote until after my current job vests.