Miami Dolphins – 1995
Don Shula decided that he wanted to depart Miami with a bang after the 1995 season. He knew that this was his last year in charge of the franchise and pushed the front office to spend a lot of money. They invested heavily in the roster and used a lot of cap space to assemble a dream team.

The idea was to give Dan Marino the weapons he required to fire the franchise to Super Bowl glory. However, after a 4-0 start, they stumbled their way into the postseason like a drunk in a restroom. Then they crashed out immediately against the Bills in the most disappointing manner (via NBC Miami).