When I was working IT in a place that produced transcripts - so we had loads of typists all using Windows and MS Word loaded down with a thousand macros - the IT department made all of the servers linux based, and all our production was stored on samba shares. The only reason they hadn't transitioned the entire workforce to linux was resistance from management.

I imagine there would've been resistance from users too, but all of the inertia was due to familiarity and had absolutely nothing to do with technical barriers. The entire IT team was frothing at the mouth to be free of Microsoft's arbitrary BS. Windows caused us no end of headaches.

In fact, because every typist needed a browser open at all times to research legal terms and other details, I had a number of people complain their computer was running slowly. For every one of them, I installed firefox and made it the default browser and told them they'd need to login to all of their online accounts again. Every single one told me I'd "fixed the computer" and it "works so much better now".