The money has built up because I got the investor perk, then didn't spend much. I sell EVERYTHING that I'm not immediately using. My barter skill is quite decent.
I think it will be fine once you've added the ability to build a workshop and outfit it. Now you have a benchmark to determine the costs of those features. =)
I've played quite a bit. Hours? Crikey, I have no idea. I'd guess.... err... 5-9 hours.
No ideas on recreating, because I'd done the same thing a bunch of times before. Do mission, loot, interrogate. I expect that it was trying to call up some information that crashed it. As the info revealed is random... not much help there.
Can you debug it? Maybe put a breakpoint on it and get it to give info on each grid and see if one of them crashes it. Unfortunately that's a lot of attempts, but it's the only thing I can think of.
I can't remember the gang, either Mafia or Survivalist. The info was on the Cultists... I think. If you're going to force which grids to give info on, try them first.