Discovered to my delight that iDOS is back on the App Store[1]. Immediately got Windows 3.11 and MSVC++ 1.52 up and running, and will definitely experiment with DOjS now. Much more fun than getting iSH up to scratch for a real development environment, honestly.
I jumped through the same hoops on my Steam Deck (although you can use DOSBox-X there which is slightly more capable) but the iPad has become by far my favourite DOS gaming experience. With Stage Manager, you can have Norton Commander in iDOS running side by side with Midnight Commander in iSH, on a tablet with all day battery life. Anything for a weird life.
1: https://apps.apple.com/us/app/idos-3/id1580768213