17. Sanders Lost His Run For Vermont Governor
Bernie Sanders had a pretty good winning streak as mayor in Burlington, Vermont. However, when he tried to run for governor of Vermont, he didn’t fare so well. The year was 1986 and Bernie announced he chose to run for governor, but he wouldn’t win the race. Making this one of the six elections he’s lost in his career; he’s won 14 times. Bernie also tried for the governor’s seat twice in the 1970s.