I do not know in this case, but I led migration and cost benefits analysis beforehand of very large Windows 3.11 to 95 to 2000; at the time there was nothing else that was considered useful and there still pain and massive cost. Later on we had to consider Linux as alternative; it just wasn’t close ; the stability (yep), easy of use etc was just not feasible. Now that Linux is good and easy to configure to basically be exactly like Windows and now that most custom applications of large corporates are web based and specific ones can be ran via Citrix for a few people who need it, I am guessing it finally is cheaper now. And 90% of users won’t even notice the difference; I remember when I was planning my first 3.11 to 95 migration that people were by far most stressed about users unable to open applications as they remember not the name or the icon but 2nd row, 3rd down is Word. Start, 5 up, 1 right, 3 down is internet. Etc. So as long as that’s the same, you are fine. It’s how most our clients still work so we take care never to move functionalities; only add, no delete.

> 2nd row, 3rd down is Word. Start, 5 up, 1 right, 3 down is internet.

That's crazy. There's no way that's the case today though as learning about basic computers+office (which implicitly includes how to run apps) is pretty standard in schools, and is a requirement for relevant positions. And the alternatives have a mostly similar UI, so the only differences people really need to deal with is ribbon vs traditional toolbar and a few other minor items, which can be covered in a couple of meetings for the more dense employees.