Re: Autodesk
"And how do we overcome said inertia and get corporates to, at least consider, changing?"
I think the biggest, most important thing that we need to and haven't been doing is having a reason which makes sense to the nontechnical. The recent changes have been happening because they finally have something they can understand as an advantage: maybe Trump makes the US do something which makes Microsoft do something which breaks your stuff. That's understandable. I don't think that will work for long, because while I expect the US to do lots of crazy things, turning off Denmark's government computers is not one I expect, and if I'm correct, that argument will lose its influence after a while and we'll be back to the situation we were in before.
The most common arguments I've seen tend to be limited or incorrect, including ideological opposition to Microsoft (managers don't care), financial arguments that haven't been thought through and end up positing incomplete numbers, and the prospect of modifying the source code which most companies will never do and thus they don't care that they can. There are three broad approaches that any successful migration needs to take:
1. Providing an easily understood and well thought out reason why the business will benefit from making the change and why the benefit is greater than the costs, both financial and in time and opportunity cost. It needs to convince people so that they can be shown it when they're annoyed at things that don't interact well or new things they don't know how to use yet. This is hard, but people who rush through it often fail. Yes, I know that the managers never come up with that good a reason when they want to change things, but unfortunately, they have the money and power and IT does not.
2. Doing so much work inside the IT department that most people don't notice that things are changing. Slowly move things that wouldn't work on Linux to things that do so that, when you do switch people to Linux, they don't have to change their entire workflow. This tends to work well, but it takes longer and is more work and, to someone who really wants things changed over tomorrow, it takes longer to get there.
3. Take over the company so you can dictate to everyone what they'll use and tell anyone who complains that you don't care. If it's your company, this will be an option. If it's not, chances are you'll never be able to do it and acting like you can will have disastrous effects on the change and your career.