28. Sam Rutigliano
The Cleveland Browns have experienced a lot of heartbreak through the ages with many bad decisions on and off the field. However, the phrase ‘Red Right 88′ sends shivers down the spines of even the most hardened Ohio natives. Browns’ head coach Rutigliano called this infamous play at the end of a 1980 playoff game against the Oakland Raiders. It ultimately cost them a place in the AFC Championship Game.

With seconds left, Rutigliano called for Brian Sipe to throw a pass from the 13. A field goal would have won the game, but the coach didn’t have faith in his kicker. But the Raiders picked off Brian Sipe and cruelly took with them Browns’ hopes of postseason glory. In this case, the safe option was obviously the right one. But Rutigliano failed to make the correct call, and the Browns paid the price.