1. A person who while being a degenerate human being, is at the top of their game in regards to their deplorable activities.
2. Similar to a pitboss but less of a compliment, more often said in awe of how much someone doesn't give a fuck.
That dude Cameron is a real shitboss.... I saw him the other night on the couch at Steves with coke dripping out his nose and he had each hand on a different beezys ass.
Kyle was shitbossing so hard the other day....he was drunk as fuck at 10am yelling at the old folks home telling them to hurry up and die so he could inherit their shit.
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