5. Dennis Green
The 1999 NFC Championship game between the Minnesota Vikings and the Atlanta Falcons was a dramatic affair. With just 30 seconds left on the clock, the teams were level at 27-27. The Vikings were third-and-three on their own 30-yard line with two timeouts still available while the Falcons had none. But then Coach Green made the wrong call. He told his quarterback to take a knee and send the game to overtime.

Looking back, this was one of the most painful decisions in Vikings’ history. An exciting attacking unit with the likes of Randy Moss and Randall Cunningham, who knows how far they could have gone? They could have forced the ball closer and potentially found space for a winning field goal. However, the Falcons capitalized on Green’s error of judgment and scored first in overtime.