Super interesting, I've been looking for something like this for a while. My grandfather still plays the original Age of Empires, and when he finally upgraded to Windows 10, we found that the game would no longer run. Luckily at that point AoE: Definitive Edition was on its way, and he bought that when it came out, but it got me thinking about stuff that's too recent for DOSBox but too old for modern Windows. It's a shame that he had to re-buy the game when he still had the original CD for it because there was no way of running it in Windows 10.