Sounds more like a random mission generator, with limited effects on the next mission :hmm:
I think that someone with a bit of coding skills could probably do something similar easily as external tool for Dangerous Waters or Sub Command. Display a tactical map of how the war goes, generate random mission, play it, player inputs results later and the tactical map gets updated, and a new mission is generated
In fact, the guy who is doing this remake will probably have done everything except the mission templates in DW format