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.
That would only be if they hosted an online meeting (an audio or video conference), not for any outlook meeting (i.e. a meeting booked with outlook doing scheduling, but meeting happening in a good old meeting room). And that is then comparable to slack video conferencing, so probably a fair comparison.
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.
