Event: Strike Force 6/26/2010
Winner: Werdum
Winning Move: Triangle Choke

Much to the chagrin of Rickson Gracie, Fedor was undefeated for a long time and he had way more wins under his belt. It seemed likely he would also make it to retirement without a loss. But last June, Rickson was poppin' bottles like the '72 Dolphins.

At a Strikeforce event in San Jose, Werdum caught Fedor in an unlikely traingle and ended the longest current winning streak in MMA. File that under: Greatest Upset of All Time.