Been doing that for the past 15 years or so, being able to use group policy is essential with Windows. I’m pretty sure my son really wants to upgrade his last computer (to Linux), but I may have more work to convince the wife.
I always just bought grey market keys (for Pro/Enterprise), in nearly 20 years I never had one fail or quit working randomly.
Oh they aren’t shared, he is holding out because he believes he’ll have gaming issues; my wife on the other hand, just doesn’t want to make the switch yet.
I probably could have phrased it better.
Edit: when I had said ‘his last computer’, meant that he just has one left on Windows.