Curb Your Enthusiasm (2000)

Sitcom about the life of Larry David the co-creator of the hit 90's show Seinfeld.

The show follows Larry's life as a semi-retired millionaire after the success of Seinfeld, his passive aggressive nature leads to Larry's terrible luck in social situations and coupled with the fact he is incapable of admitting fault he often ends up on the losing end of arguments with "the help" - waiters, retail clerks, secretaries etc.