"Long Line of Losers" is a song recorded by American country music duo Montgomery Gentry. It is the fourth single released from their sixth studio album, Back When I Knew It All. Kevin Fowler who co-wrote this song also recorded this song on his 2007 album Bring It On, also released his version as a single, but it failed to chart. Montgomery Gentry's version debuted at #48 in June 2009, was a Top 30 hit for the duo with a peak of #23 in October 2009.