And the bigger question: Why the hell are we trying shitty workarounds to dockerizing Windows? It's all dumb legal crap we have to work around... All the while

And the bigger question: Why the hell are we trying shitty workarounds to dockerizing Windows? It's all dumb legal crap we have to work around... All the while, there's this Linux thing that just works. And you usually don't actually need Windows. It's an application ON windows you need. So, try Linux/wine docker and dockerize it in WINE.