Sal, Murr, Joe, and Q dig deep into strangers' past lives to deliver the hard truths, and then enlist volunteers to help them craft the perfect email; tonight's big loser has a larger-than-life identity crisis.

The story of a humiliating high school mishap from 1992 that sends the four lifelong friends on the road competing in hidden camera challenges for the chance to turn back the clock and find redemption.