Losers in Brief: Compromise or Die
(part 2 of 12)
Since 1789, 112 men have won at least one electoral vote. Of that group, 65 never became President or Vice President. Of them, 30 were a bunch of ambitious losers who tried for the most powerful office in the country and failed. The other 35, you’ll have to read to find out. These are their stories.
Henry Clay, Sr. (Speaker of the House / Secretary of State / Senator, National Republican / Whig-KY) Lost to Adams-1824, Jackson-1832, Polk-1844
So why’d he lose? Called “The Great Loser” by a guy in my college history class, Clay had the unfortunate luck of running against Andrew Jackson and the newly formed Democratic Party machine. In 1824, he handed John Quincy Adams the presidency in exchange for a cabinet post. From that point on, Jackson made it his mission in life to destroy Clay. I am not over-selling his. According to stories, Jackson claimed on his deathbed just two regrets. One of them was his failure to shoot Henry Clay.
Lewis Cass (Senator, Democrat-MI) Lost to Taylor, 1848
So why’d he lose? Martin Van Buren sucks.
MORE BIG LOSERS:
As the two party system came together, there were a few speed bumps. Along the way, a few guys managed to snag up a few electoral votes:
Them Crazy Whigs (1836)-



In maybe the dumbest political strategy ever, the Whigs nominated four different guys: General William Henry Harrison (73 votes), Senator Hugh Lawson White (26 votes), Senator Daniel Webster (14 votes), and Senator Willie Person Mangum (11 votes). Combined, they still didn’t hit Van Buren’s 170 votes. Idiots.
Since 1789, 112 men have won at least one electoral vote. Of that group, 65 never became President or Vice President. Of them, 30 were a bunch of ambitious losers who tried for the most powerful office in the country and failed. The other 35, you’ll have to read to find out. These are their stories.
Henry Clay, Sr. (Speaker of the House / Secretary of State / Senator, National Republican / Whig-KY) Lost to Adams-1824, Jackson-1832, Polk-1844
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So why’d he lose? Called “The Great Loser” by a guy in my college history class, Clay had the unfortunate luck of running against Andrew Jackson and the newly formed Democratic Party machine. In 1824, he handed John Quincy Adams the presidency in exchange for a cabinet post. From that point on, Jackson made it his mission in life to destroy Clay. I am not over-selling his. According to stories, Jackson claimed on his deathbed just two regrets. One of them was his failure to shoot Henry Clay.
Lewis Cass (Senator, Democrat-MI) Lost to Taylor, 1848
![]() |
So why’d he lose? Martin Van Buren sucks.
MORE BIG LOSERS:
As the two party system came together, there were a few speed bumps. Along the way, a few guys managed to snag up a few electoral votes:
![]() |
![]() |
![]() |
Them Crazy Whigs (1836)-



Labels: Losers, presidents
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