Todd Gack was one of Elaine's boyfriends. Todd had a unique way of asking girls out in that he'd make a stupid bet with the loser hosting dinner. Once he lost the bet (i.e. Dustin Hoffman was in Star Wars), he had a dinner date with the female "winner" of the bet. This worked with both Elaine and Jerry's girlfriend in the episode, Nicki.
Todd is also a great buyer of expensive cuban cigars, but made in Peru, not in Cuba.
At the end of the episode, Kramer told Todd, “Here’s your money.” He then threw a giant sock of pennies at Todd, knocking him down.
* Murder She Wrote
* Cold Case