Pitboss Edit Meaning

1.

a person who is a complete badass or completely runs shit at what theyre doin/gettin done

Did you see Kyle Struble tryin to surf at Lavalette? He was tryin soooo hard to be a pitboss...wasnt workin though.

See boss, pit, surf, badass, fresh

2.

the drunk dude who stumbles up to you at the tables(gambling) who tries to tell you what cards to keep,get rid of, etc..

check it out son, i know how to play, you can stop being the pitboss.