Third Time’s The Charm? Former Presidents Who Have Tried Again

LATROBE, PENNSYLVANIA - NOVEMBER 05:  Former U.S. President Donald Trump speaks during a rally at the Arnold Palmer Regional Airport November 5, 2022 in Latrobe, Pennsylvania. Trump campaigned at the rally for Pennsylvania Republican candidates including Republican Senate candidate Dr. Mehmet Oz and Republican gubernatorial candidate Doug Mastriano ahead of the midterm elections to be held on November 8th. (Photo by Win McNamee/Getty Images)

At a glance

  • Now we come to the sole success story in past president redemption attempts, the man, the myth, the legend, Grover Cleveland.
  • Cleveland was the first Democrat to hold the presidency since the end of the Civil War, after decades of Republican dominance.
  • He won the popular vote every time he ran — in 1884, 1888, and 1892, but failed to receive a majority of electoral college votes on his second try.

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