| JJames SurowieckiSelf - Author, "The Wisdom of Crowds" | Self - Author, "The Wisdom of Crowds" |
| TTarek MansourSelf - CEO of Kalshi | Self - CEO of Kalshi |
| SShayne CoplanSelf - CEO of Polymarket | Self - CEO of Polymarket |
 Contessa BrewerSelf (archive footage) | Self (archive footage) |
 John OliverSelf (archive footage) | Self (archive footage) |
 Lewis BlackSelf (archive footage) | Self (archive footage) |
 Donald TrumpSelf (archive footage) | Self (archive footage) |
 Michael DukakisSelf (archive footage) | Self (archive footage) |
 Donald Trump Jr.Self (archive footage) | Self (archive footage) |
 Michael SeligSelf - Chairman, CTFC | Self - Chairman, CTFC |
 Joe BidenSelf (archive footage) | Self (archive footage) |
 Steve KornackiSelf (archive footage) | Self (archive footage) |
 Kim Jong-ilSelf (archive footage) | Self (archive footage) |
 Yasser ArafatSelf (archive footage) | Self (archive footage) |
 Saddam HusseinSelf (archive footage) | Self (archive footage) |
 Ron WydenSelf - United States Senator (1996-Present) (archive footage) | Self - United States Senator (1996-Present) (archive footage) |
 Byron DorganSelf - United States Senator (1992-2011) (archive footage) | Self - United States Senator (1992-2011) (archive footage) |
 David MuirSelf (archive footage) | Self (archive footage) |
 George SantosSelf (archive footage) | Self (archive footage) |
| RRobert DeNaultSelf - Head of Enforcement, Kalshi | Self - Head of Enforcement, Kalshi |
| CCaleb DaviesSelf - IT Analyst / Prediction Trader | Self - IT Analyst / Prediction Trader |
 Richard BlumenthalSelf (archive footage) | Self (archive footage) |
