From small-town Texas roots to interviewing presidents on Fox News, Will Cain has worn many hats—sports commentator, political analyst, entrepreneur, and now national news host. In this episode, Tom and Kyle dive deep with Will about the journey that shaped his worldview. They cover everything from ESPN hot takes and Fox News culture wars to the future of conservatism, media trust, masculinity, AI, and America’s place in a changing world. Candid, intellectual, and refreshingly honest, Will doesn’t shy away from anything.In This Episode[03:00] Small-Town Roots & Big Ideas[10:00] From Newspapers to TV[18:00] Law School & Conservative Thought[24:00] Populism & Disillusioned Youth[30:00] Rethinking Conservatism[38:00] America, AI & Masculinity[42:00] Rediscovering Faith[46:00] Trust in Media Today[53:00] What’s Next for Will Cain?Guest ResourcesFollow WillThe Will Cain ShowThanks to Our SponsorsClay Cooley AutomotiveArcis Golf
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