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Winning at Losing is the only presidential election history podcast devoted to the underdogs. If you’ve ever felt the sting of failure, then you’ll find some motivation and inspiration in these stories of some of American history’s biggest losers.

Host David Sadzin tries to overcome his own feelings of inadequacy while guiding you through these fascinating, strange, sometimes-heartbreaking, occasionally-humorous stories of political failure and defeat.

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What's it like to try, try, and try again... only to fail, fail, and fail again? Daniel Webster was many things - lawyer, politician, legendary orator. But despite multiple attempts, he never won the office he prized: the US Presidency.

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Episode 1: Daniel Webster

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