Maybe Bernie Madoff's problem was that he didn't scale up further...
If it's just you doing it bigly, then you're in for a bad time (see Nicholas William Leeson [1])
So I guess another way to put it is that Madoff really didn't pretend to be legit, at least when you popped the hood. Honestly, I'll admit that I know less about the criminal side of the housing crisis (vs. Madoff), but I think even after the fact, stakeholders where claiming "nothing to see here, I did nothing wrong"; this is a much harder case to make when all you're doing is stealing people's money.
The analogy might work if he was actually doing some investment, misrepresenting these investments to the customer, but wound up doing really well anyway, and getting big. This is more like what Shkreli got busted for. Of course, he didn't get away with it, but that could be because of his notoriety.
- lawyer to defendant [in private]: tell me the truth. how much did you steal?
- defendant: not much, just [enter small sum]
- lawyer: then i won't be defending you
https://www.cnbc.com/2022/07/13/inflation-rose-9point1percen...
* JPMorgan participated in an illicit scheme for a profit of 5M so they got a 200k fine
* Citadel engaged in fraudulent mislabelings of orders for a total of 280.000 actions of the same type over some three years, got a fine of 100k (for some 30cents/infraction).
* and so on and so forth.
Past a point, it's just the cost of doing business.
Burning Bellatorum is an excellent example of how hubris and an economic crisis (Covid) drove a great business into the ground, damaged countless lives, and will likely lead to prison time for the CEO. Definitely worth reading if you’ve ever raised capital or plan to in the future.
https://www.amazon.com/Burning-Bellatorum-Priceless-Investor...