Will Cain Country

Latest Episodes:

Total Disaster!: Trump Torches Democrats On Crime (ft. Jeffery Mead & RJ Young) Aug 25, 2025

Show notes

Story #1: Will picks up 'Off the Weekend' as President Donald Trump’s decision to extend the National Guard strategy from D.C. into cities like Chicago and L.A. prompts accusations of “tyranny” from Democratic mayors. Plus, Snoop Dogg suddenly finds himself questioning woke kids’ movies after years of playing the victimhood game and Southwest Airlines changes its seating rules for oversized passengers.

Story #2: Social and Political Commentator Jeffery Mead joins Will for a wide-ranging conversation about race, culture, and politics. The two react to a racist sign targeting Virginia Lt. Gov. Winsome Earle-Sears (R-VA), the hypocrisies of virtue signaling, and even New York City mayoral candidate Zohran Mamdani's (D-NY) awkward attempt at the bench press.

Story #3: Fox Sports' National College Football Analyst RJ Young returns to break down his Ultimate 136 rankings and preview the upcoming College Football season. RJ explains why he’s higher than most on Oklahoma under Brent Venables, how the SEC could send four teams to the playoff, and whether the Big Ten has the depth to match. From Clemson’s stacked defense to Oregon’s “pillowy soft” schedule, RJ lays out which programs can realistically compete for a national title.

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Senator Vs. NFL QB Vs. War Hero: "Pete & Bobby Challenge" Showdown (ft. David Cone) Aug 22, 2025

Show notes

On this Friday sports edition of 'Will Cain Country,' Will and The Crew recap how the "Pete & Bobby Challenge" has exploded across the country with politicians, athletes, and even Medal of Honor recipients jumping in to test themselves. Were Dan Orlovsky, Senator Markwayne Mullin (R-OK), and Flo Groberg able to best Will's time?

Then Will is joined by 'Crain & Company' Co-Host David Cone to preview the upcoming college football season. They debate playoff contenders, surprise teams, and who really has the roster to win it all in 2025. The two also dive into Auburn’s self-claimed titles, Michigan’s NCAA punishment, and whether baseball’s latest talk of realignment could change the sport for better or worse.

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Cracker Barrel Goes WOKE: Goodbye Tradition? (ft. Dr. Ann Shippy & Kristen Waggoner) Aug 21, 2025

Show notes

Story #1: In 'Quick Takes,' Will and The Crew cover the week’s wildest stories, including Cracker Barrel potentially going woke after scrapping its iconic logo for a bland rebrand? Will says it’s bigger than Cracker Barrel, it’s “refinement culture,” where logos, cars, even pro sports are stripped of personality into corporate sameness. Plus, outrage over male NFL cheerleaders sparks a debate on masculinity and Gov. Gavin Newsom (D-CA) and Rep. Jason Crow (D-CO) mock Secretary Pete Hegseth’s pull-up abilities.

Story #2: Dr. Ann Shippy, author of 'The Preconception Revolution,' joins Will to discuss the crisis of collapsing birthrates. Why aren’t we having babies and why is it so much harder to conceive? Dr. Shippy breaks down the cultural, economic, and health factors behind the fertility decline, from career delays to toxins lowering sperm counts in young men. She offers practical steps, including diet, detox, stress reduction, exercise, that not only boost fertility but improve the long-term health of children, turning them into super babies.

Story #3: Kristen Waggoner, President and CEO of Alliance Defending Freedom, joins to spotlight three major free speech cases you haven’t heard about. From states forcing counselors to affirm gender transitions for minors, to laws compelling businesses to use preferred pronouns under threat of jail time, to California and Hawaii cracking down on satire and memes, Waggoner warns of a “five-alarm fire” for the First Amendment.

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CNN Anchor Rips President Trump! Will Cain Reacts (ft. Ruthless Variety Progrum & Coach Denny Duron) Aug 20, 2025

Show notes

Story #1: As President Donald Trump goes off on wokeness in the Smithsonian, the Left tries to go on the offensive! Is this another 'fine people' hoax? Plus, Will shares his own attempt at the “Pete & Bobby Challenge,” 100 push-ups and 50 pull-ups in under 5 minutes. Did he best the Secretary of Defense, Pete Hegseth?

Story #2: The Hosts of the Ruthless Variety Progrum, Josh Holmes, Comfortably Smug, Michael Duncan, and John Ashbrook, weigh in on illegal immigration as we learn more from the shocking case of a truck driver who killed three while holding a CDL despite failing basic English and road sign tests. From accountability for sanctuary states to federal consequences for bureaucrats, the Ruthless gang argues it’s time to stop incentivizing illegality.

Story #3: Coach Denny Duron, Head Football Coach and Pastor at Evangel Christian Academy, returns to discuss the new season of 'God. Family. Football.' on Fox Nation, the rise of his star quarterback Pop Houston, and how NIL and recruiting are changing high school football. More importantly, he reflects on building young men of character, sharing how faith and resilience shape both his players and their families.

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MSNBC Is Dead! Plus, Secretaries RFK Jr. & Hegseth Challenge Will (ft. Senator Eric Schmitt) Aug 19, 2025

Show notes

Story #1: Will opens with a monologue on global power and local decay. From Presidents Trump, Putin, and Zelensky weighing peace in Ukraine to shocking crime stories out of Boston, Chicago, and Rhode Island, Will ties it all back to a simple truth: problems aren’t intractable. They can be solved if leaders have the will.

Story #2: Senator Eric Schmitt (R-MO), author of 'The Last Line of Defense: How to Beat the Left in Court,' joins Will to break down the legal battles he led against COVID mandates, censorship, and Soros-backed prosecutors, and why accountability is the only way to restore order. They also dive into Gov. Gavin Newsom’s (D-CA) recent “crash out” and what it reveals about today’s Democratic Party.

Story #3: Will is called out by Secretary of Defense Pete Hegseth and HHS Secretary Bobby Kennedy Jr. to complete the “Pete & Bobby Challenge”: 100 push-ups and 50 pull-ups in under five minutes. Can he do it? Plus, the mob comes after Lamar Jackson for reposting Charlie Kirk and who helped kill MSNBC as the network rebrands to 'MS Now.'

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Illegal Immigrant Driver Kills 3! Plus, Trump Faces Zelensky & NATO Allies (ft. Mitch Aguiar, Officer Brandon Tatum & Brent Suriano) Aug 18, 2025

Show notes

Story #1: Former Navy SEAL Mitch Aguiar joins Will to recount the most challenging New York City Navy SEAL Swim yet. From battling brutal currents around the Statue of Liberty to swimmers getting pinned under a barge, Mitch explains how instinct, training, and teamwork kept the day from turning tragic. And just when the swim ended, Mitch found himself controlling a knife-wielding party crasher, proving danger didn't end with the swim.

Story #2: The Host of 'The Officer Tatum Show,' Brandon Tatum, sits down with Will to discuss President Donald Trump’s high-stakes meetings with Russian President Vladimir Putin and European leaders: could it actually deliver peace in Ukraine? They also break down the shocking case of an illegal immigrant semi truck driver making a deadly U-turn in an 18-wheeler, and the broader failures of America’s immigration system.

Story #3: Will welcomes in longtime Willitia member Brent Suriano, who joined this year’s SEAL Swim as a civilian patriot returning for his second year. Brent shares what it was like to be caught in the Hudson’s unforgiving currents, how his family’s military history inspired him to dive in, and why this event is more than a test of endurance, it’s a tribute to fallen heroes and a reminder of what binds the Willitia together. Subscribe to 'Will Cain Country' on YouTube here: Watch Will Cain Country!

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Josh Hamilton on Faith, Redemption, and the Highs and Lows of Baseball Aug 15, 2025

Show notes

On this Friday sports edition of 'Will Cain Country,' Will sits down with Texas Rangers legend and 2010 AL MVP Josh Hamilton for a candid, emotional conversation about baseball, faith, and redemption.

Josh reflects on the ceremony for his induction into the Rangers Hall of Fame and relives the magic of the 2010–2011 seasons. He opens up about the crushing heartbreak of the 2011 World Series, when the Rangers were one strike away from a championship, and the spiritual lesson he took from hitting a dramatic extra-innings home run that ultimately wasn’t enough.

The two dig deep into Hamilton’s personal battles with addiction, his powerful 2006 turning point in his grandmother’s house, the discipline it takes to choose faith and positive influences over destructive habits, and much more.

You won't want to miss this raw, unfiltered conversation about triumph, failure, grace, and perseverance, one that shows why Josh Hamilton’s story resonates far beyond the diamond.

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Bigger Than Elvis? What Taylor Swift's Fame Says About America (ft. Julian Epstein, Bill Brown, Patricia Parry & James Dowdell) Aug 14, 2025

Show notes

Story #1: In 'Quick Takes,' Will and The Crew dig into the absurdity of the political and cultural moment. First, Taylor Swift appears on her boyfriend's podcast, breaking the internet. And Will still doesn't understand how she became this generation's Elvis. Plus, Zohran Mamdani shows his elitist colors, Chicago Mayor Brandon Johnson’s tone deaf racial claim about President Donald Trump, and Sen. Chuck Schumer’s (D-NY) imaginary friends are exposed by John Oliver.

Story #2: Former Chief Counsel for the House Judiciary Committee, Julian Epstein joins Will to break down the major ideological shift underway in the Democratic Party. Why are Democrats leaning harder into woke identity politics, open borders, and unsustainable spending despite voters clearly rejecting it? Will and Julian also debate whether the Democratic establishment is still in control, and if the American center is officially up for grabs.

Story #3: Will sits down with Bill Brown, Patricia Parry, and James Dowdell ahead of the annual New York City Navy SEAL Swim across the Hudson River: a 3-mile tribute to America’s fallen heroes. They share what motivates them, what the swim represents, and why remembering the cost of freedom and their loved ones are more important than ever.

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Is Lying the Left’s New Strategy? Plus, MSNBC Guest More Concerned About Climate Change Than Crime! (ft. Tom Shillue) Aug 13, 2025

Show notes

Story #1: Texas State Rep. James Talarico appeared on 'The Will Cain Show' and claimed victory, but Will breaks down the four major lies Talarico told in just ten minutes. From twisting redistricting history to flat-out misrepresenting his interview exit, Will walks through the facts, exposes the edits, and asks: does the Left care about the truth?

Story #2: Fox News Contributor and Comedian, Tom Shillue joins Will to dive into what’s really behind the Left’s reaction to President Donald Trump’s crime crackdown in D.C., from an MSNBC meltdown to Beto O’Rourke openly calling for rebellion. They also dive into cancel culture, Sidney Sweeney, Gen X politics, and why Greg Gutfeld’s crossover on the 'Tonight Show' is a signal of the culture shift already underway.

Story #3: Will and The Crew explain how things code left or right as well as the finalists in the March Madness-style bracket for most conservative dog. Plus, Will previews his conversation with MLB legend Josh Hamilton, dropping this Friday.

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"Authoritarian" Or Just Tough On Crime? Examining President Trump's D.C. Crackdown! Plus, How To Eat Like Jesus (ft. Dr. Josh Axe) Aug 12, 2025

Show notes

Story #1: President Donald Trump’s deployment of the National Guard to D.C. has the Left melting down! Will unpacks the hysterical reaction from media elites who compare the move to the rise of a dictatorship.

Story #2: Dr. Josh Axe, Co-Author of 'The Biblio Diet,' joins Will to explain why much of today’s “healthy” advice is upside down and why Biblical tradition, not trendy fads, may be your body’s best bet for health.

Story #3: After a 'Call Her Daddy' guest claims not to know who Joe Rogan is, Will wonders just how short pop culture memory is today. Will and The Crew test Gen Z’s recall with a quiz and realize just how fast fame fades.

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