@BlueTheKhajiit @nocontextpawnee You could start at the top of season two, but might want to jump in as late as s2e8. The Pit plot sort of wraps up after that and the characters start to settle in at that point. There may be some references that don't make sense, but I bet you'll catch up pretty quickly.
@BlueTheKhajiit @nocontextpawnee The imitation of The Office is one of the things that changes after the first season.
@BlueTheKhajiit @nocontextpawnee Personal taste aside, the first season is widely regarded as the low point of the show.