8: Harry the Hat Wins Poker, Thanks to Coach
Episode: Pick a Con, Any Con (1×19)
We’re introduced to Harry Anderson before his Night Court days. He’s the local con-man who does small-time work at the bar before Sam kicks him out. However, Coach has a friend who’s a pretty good con man himself, and the gang decides to use him to win some money back from Harry. Coach is involved, though, so things go terribly wrong…
7. Gary Dies
Episode: Bar Wars V: The Final Judgment (10×07)
Nearly every season there was an episode dedicated to the gang trying to win customers from Gary’s Old-Town Tavern while not getting utterly embarrassed in some friendly (or not-so-friendly contest. My favorite was this one. It’s Halloween, and they’re trying to out-spook each other. Sam goes too far with his final prank, and Gary dies of a heart attack. Sam embarrasses himself repeatedly, convinced that Gary really isn’t dead. He goes so far as to yell at Gary to get out of his coffin and his grave. Back at the bar afterwards, Sam finally comes to grips with what’s happened.