Full Cast
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James Surowiecki
Self - Author, "The Wisdom of Crowds"
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Tarek Mansour
Self - CEO of Kalshi
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Shayne Coplan
Self - CEO of Polymarket
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Contessa Brewer
Self (archive footage)
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John Oliver
Self (archive footage)
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Lewis Black
Self (archive footage)
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Donald Trump
Self (archive footage)
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Michael Dukakis
Self (archive footage)
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Donald Trump Jr.
Self (archive footage)
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Michael Selig
Self - Chairman, CTFC
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Joe Biden
Self (archive footage)
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Steve Kornacki
Self (archive footage)
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Kim Jong-il
Self (archive footage)
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Yasser Arafat
Self (archive footage)
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Saddam Hussein
Self (archive footage)
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Ron Wyden
Self - United States Senator (1996-Present) (archive footage)
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Byron Dorgan
Self - United States Senator (1992-2011) (archive footage)
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David Muir
Self (archive footage)
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George Santos
Self (archive footage)
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Robert DeNault
Self - Head of Enforcement, Kalshi
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Caleb Davies
Self - IT Analyst / Prediction Trader
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Richard Blumenthal
Self (archive footage)
