As a former MetroStar, Tim Howard doesn't have the best memories of the MLS playoffs. Indeed, though he didn't leave the league until 2003 for his career as a stalwart 'keeper for in England's Premier League, his last post-season series was a series loss to LA Galaxy in 2001.
That memory has at least been avenged. In 2016, Tim Howard has won a playoff series against LA Galaxy, and played an important role in the Colorado Rapids' victory via penalty shootout.
The Rapids were 1-0 down after the first leg of the Western Conference semifinal series, but at least could count on home advantage to try to square the score in the second leg.