To your first 2 questions - maybe? I have read a few books about drug smugglers, and they're often quite interesting people. I've certainly met some entrepreneurial types I didn't at all like, plus there's plenty of them out there who basically get screwed (down rounds, recapitalization, etc). Assuming entrepreneurship always leads to happy endings seems to be a common fallacy.

And while we always hear about the entrepreneurs who succeed, we always hear about the drug smugglers who fail. It's difficult to estimate proportions in both cases.