The Shittiest Candidates for President: Daniel Webster, who knew nothing.

The Shitty 1852 Candidacy of Daniel Webster, Know-Nothing Party, Massachusetts.

Quick Bio: Born a British subject in the New Hampshire colony in 1772, Daniel Webster was a lifelong American statesman. Like many politicians (and over half of U.S. Presidents), he was a lawyer, arguing cases as high as the Supreme Court. He negotiated the treaty that established the border between the USA and Canada, and served in both houses of Congress (representing, at various times, New Hampshire and Massachusetts). He was Secretary of State under three Presidents (Harrison, Tyler, and Fillmore) and ran for the White House three times himself. The first two times, he even knew about it.
 

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The Shittiest Ever Candidates for President: William Howard Taft, who didn't even bother.

The Shitty 1912 Candidacy of William Howard Taft, R., OH.

Quick Bio: The 27th President, 1909-13, and later Chief Justice of the Supreme Court. Taft is the only POTUS to have also filled a role on the SCOTUS. He also filled some large clothes as the heaviest President (he maxed at 335 lbs.). A Cincinnati native, a Yale legacy, and a Skull and Bones member, Taft studied law and managed to be appointed as a Superior Court judge by age 29. He was later Governor-General of the Philippines and repeatedly turned down nominations for the Supreme Court (until finally accepting the Chief Justice position in his autumn years). Taft is the only incumbent President whose reelection bid resulted in finishing not first, or second, but third. William met his future wife Helen at a bobsledding party, because don’t we all, and enjoyed a 46-year marriage with three children.

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