Cimorene

Yep, "I'm actively departing from a situation where I have a wealthy family and comfortable lifestyle to live on a shipful of criminals despite having no actual need to do so" sounds like pursuit to me. :D And for all those who ended up criminals becase they had no better option, that presumably means that some kind of unfortunate plight struck them, which resulted in their turning to piracy. So compared to Mr. "I'm just doing this for fun" their plight is much less fortunate; he had many choices, including social status and legal protections, that they never had, or once had but lost through unpleasant circumstances.

(Hmmm, I need a pirate icon.)