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Your Windows experience will be like driving a car in Cuba. Stuck 90 years in the past.

Meh... it seems to work well enough for Cuba. To each their own. The rest of the world probably won't see things the way you do - and eventually the Windows apps you want won't run on your classic. But again, if you're OK with that - I'm not here to begrudge you. There are STILL businesses using CP/M on a daily basis. Not many of them, but they're out there.