7. David Reutimann, 2009 Coca-Cola 600

Getty Images for NASCAR Rusty Jarrett

Chris Buescher’s shocking victory in Monday’s Pennsylvania 400 at Pocono Raceway was the biggest upset so far this season in the NASCAR Sprint Cup Series. But it isn’t the only huge surprise win in recent memory. Here are the seven biggest upsets in NASCAR since 2000. When rain began to fall at the previously postponed Coca-Cola 600, all the leaders pitted except for Reutimann, who stayed out. The race was red flagged and then declared official, which gave both Reutimann and his car owner Michael Waltrip their first victories in NASCAR’s top division. (Photo by Rusty Jarrett/Getty Images for NASCAR)