I'm a bit surprised by Skype for Business (horrible product BTW, it's a gamble to even be able to sign in on a fresh install) though, the rest I would expect people to use web versions of.

I would think that (perhaps coincidentally), the organizations that require these kinds of insights are not the ones that are relying on services that do cert pinning. And if they do, they can but the marketing department/the server running THAT wonky old software from the 90s in a separate subnet.