Hello.
Since several identifiers such as the hardware used (either real or virtual) would change, there’s a possibility that the activation mechanisms may enforce another activation, although I’m unsure if that’s what will definitively happen. It just might as it was doing back in the old days.
I’m also unsure, if your company’s licensing of Windows allows transferring it to another ecosystem. I would consult them on that so there’s no chance of them getting in trouble.
When it comes to company’s applications, it depends. I can tell from experience that no matter what I was not able to configure IPSec to work, which is a common problem described here and here - no answers after all this time. That’s why I just RDP to a company’s computer with a monolithic system, where this works fine.
But since I’ve never used these applications I can’t guarantee anything.
If you want, I can post a plan, what I would do in this situation myself as my reply does provide some hints but not a clear yes-or-no answer.