You have this much booty to squander

This tryout is a mutiny and a gamble against the media industry!  A successful tryout is part of an episode. If it is part of an episode, you get results on your shares, bribes and loan sharking. 

Pirates tell you the rules after you gamble, so on the first episode of the playoffs you hear the rules. 

Gambling on this entry will stop before you hear the rules.