James Surowiecki

Self - Author, "The Wisdom of Crowds"

Tarek Mansour

Self - CEO of Kalshi

Shayne Coplan

Self - CEO of Polymarket

Contessa Brewer

Self (archive footage)

John Oliver

Self (archive footage)

Lewis Black

Self (archive footage)

Donald Trump

Self (archive footage)

Michael Dukakis

Self (archive footage)

Donald Trump Jr.

Self (archive footage)

Michael Selig

Self - Chairman, CTFC

Joe Biden

Self (archive footage)

Steve Kornacki

Self (archive footage)

Kim Jong-il

Self (archive footage)

Yasser Arafat

Self (archive footage)

Saddam Hussein

Self (archive footage)

Ron Wyden

Self - United States Senator (1996-Present) (archive footage)

Byron Dorgan

Self - United States Senator (1992-2011) (archive footage)

David Muir

Self (archive footage)

George Santos

Self (archive footage)

Robert DeNault

Self - Head of Enforcement, Kalshi

Caleb Davies

Self - IT Analyst / Prediction Trader

Richard Blumenthal

Self (archive footage)