 The longest in terms of a team who's had success in the past. The Dolphins have gone 23 years since winning a playoff game. The last time they won, it was Y2K, the 2000 season. Now, the Dolphins have made the playoffs five times in the last 23 years, but every single time the Dolphins have made the playoffs, they were bounced in the wildcard round. Maybe this is the year Miami finally makes some noise in the postseason.