#9: Leon Black Became Curb Your Enthusiasm’s Perfect Sidekick (2000–24)
Leon Black joined Curb Your Enthusiasm (2000) in Season 6 after Larry David takes in a family displaced by a hurricane. J.B. Smoove’s blunt delivery and unpredictable advice created a completely different energy around Larry. Leon became a fan favorite and eventually a regular, giving the later seasons a reliable source of comedy and chaos.
