Showing my age here, but... During the Ditka era, Saints had a 10 point lead on the Bears in Chicago with something like 2 minutes left and ended up losing 14 - 10. I was listening at work and remember kicking something when that game ended, and then being very grateful I had on steel toe shoes.

This question specifically about Payton era though.

There was a game in I think 2008 where we were beating the Bucs at their place, had the game in hand. Needed 2 yards or something to get a first down, went for it on fourth I believe and gave the ball to Henderson on an end-around. He got stuffed. If I am not mistaken we would've had a pretty good chance for a playoff spot if we had won that game.