George Clooney vs Anthony Edwards
Rivalry years: 1995-1996
Who won: Neither
Remember when Clooney was a small-screen star? After bit parts on shows such as The Facts of Life and Roseanne, he caught his big break on this popular medical melodrama, on which he appeared from 1994-1999 (the show continued without his character, Dr. Doug Ross, until 2009). For two years, he was up for Best Actor in a Dramatic Series against co-star Edwards (Dr. Mark Greene), but they both lost both times — first to Chicago Hope's Mandy Patinkin in 1995, and then to NYPD Blues' Dennis Franz in 1996. In 2010, Clooney finally got an Emmy, in the form of the Bob Hope Humanitarian Award.