Yesterday I asked which two men had appeared five times on the national election ticket of either the Republican or Democratic Party.
Answers: Franklin Roosevelt and Richard Nixon
FDR ran for VP in 1920 on James Cox's ticket, then ran for president (and won) in 1932, 1936, 1940, and 1944. His vice presidential running mates were John Nance Garner (1932, 1936), Henry Wallace (1940), and Harry Truman (1944).
Richard Nixon was Eisenhower's running mate in 1952 and 1956. In 1960 he ran for president with Henry Cabot Lodge as his running mate and lost to JFK. In 1968 and 1972 he ran for president and won with Spiro Agnew as his running mate.