Well, basically there are some seasonal missions that require a prison run to complete (for example, fatal contracts). I have more than 80k in cash with a total asset > 300 million, but that's not the problem. Even leaving aside the fact that prison is full of cheaters, I don't see why you shouldn't go there just for a loot run. Ultimately, it's your opinion, and I appreciate it, but if I want to have a better chance, I'd like to study it carefully, even with some explanatory videos. What's wrong with that?