Mickey Loomis, the Saints' GM since 2002 who won a Super Bowl in 2009, has gotten New Orleans to the playoffs only once since 2012. Rams GM Les Snead has not been to the playoffs since taking over in 2012 but has a young QB and head coach running an exciting, up-and-coming team. And the Raiders' Reggie McKenzie has been to the postseason just once in his five years but had to guide a complete overhaul, culminating in winning NFL executive of the year in 2016. The Eagles' Howie Roseman technically qualifies, too, but in fairness, Chip Kelly (2013-2015) did plenty to sabotage that organization to just one playoff berth in that span.