I could try but then propably I have to open a thread like: "Tell HN: I crashed my 15 year old machine setup this evening by trying to switch to Linux" :-D
But this time would be really a great option to finally switch on this machine, you are right - I thought about it for years now and I found out in the meantime that most of the apps are running without any problems in virtualization (if required)
The thing is - by now, I'm too lazy :-)
(Esp. I should add a backup machine for this procedure, since this old Windows setup is in productive use)