As he enters his seventh season as GM of the Rockies, Jeff Bridich is now the sixth-longest tenured GM in MLB (hired Oct. 2014). The five GMs ahead of him are Brian Cashman (Yankees, 1998), Dayton Moore (Royals, 2006), Mike Rizzo (Nationals, 2009), Rick Hahn (White Sox, 2012) and AJ Preller (Padres, Aug. 2014).
Cashman, Moore and Rizzo are World Series winning executives who have all reinvented their teams multiple times now. A better comparison for Bridich is perhaps Preller and Hahn.
Rick Hahn took over the GM job at the end of the 2012 season and immediately began the process of slowly rebuilding the White Sox through the draft.