Answer
The answer is Adlai Stevenson II. Adlai Stevenson I, a prominent Democratic politician and Illinois governor, was the grandfather of Adlai Stevenson II, who also served as Illinois governor and ran unsuccessfully for president twice, in 1952 and 1956. Adlai Stevenson II is remembered for his eloquent speeches and progressive political views, but despite his popularity, he ultimately lost both presidential elections to Dwight D. Eisenhower and Richard Nixon, respectively.