Adlai Stevenson II
He ran for president six times, in 1940, 1944, 1948, 1952, 1956, and 1960, losing the Democrat primaries to Franklin D. Roosevelt, Harry S. Truman and John F. Kennedy. He also lost the 1952 and 1956 elections to Republican Dwight D. Eisenhower. Stevenson was Governor of Illinois from January 10, 1949-January 12, 1953.