First we'd need a FOSS window/desktop manager replicating the Windows experience. It would gobble down the market share of existing FOSS WMs/DMs in an instant. Basically
any decent Windows experience — 2000, XP, 7 or 10 — would be far ahead of the current big players for the 99% use case. For example, it's 2020 and I could list at least half a dozen graphics glitches I've had on Ubuntu 20.04 so far. On recent Windows installations, no graphics glitches I can think of, certainly none that persisted.
Second, MS would need to port some sort of compatibility layer, which would probably be 10000 person-years to achieve anything like the backward compatibility they currently support.
Third … well, that would be it. The vast majority of non-techies would be ecstatic to find they can upgrade for free for ever, their software would just keep running, and hardware would work basically from day one (because the companies developing cutting edge hardware Windows would pivot their driver development) until the end of time (because FOSS drivers, while slower to appear for most hardware, are supported essentially forever).