John O'Hurley

With his cartoonishly distinguished looks and wry persona, O'Hurley was a ubiquitous sitcom guest star in the '90s, appearing on countless shows, notably Seinfeld as Elaine's cheerfully clueless boss. After graduating from college with a BA in theater, the dashing actor honed his craft on stage before embarking on a successful soap-opera career, but his flair for comedy landed him in prime time. Due to his high-profile Seinfeld role and quick wit, he became a sought-after host and commercial pitchman, and also lent his distinctive timbre to animated series. In 2005 O'Hurley was a contestant on the first edition of the cheesy but wildly popular Dancing with the Stars. The favorite to win, he lost to General Hospital's Kelly Monaco. The decision was so controversial that the two ended up with their own dance-off special, which O'Hurley won.