Boomer vs Younger Generations Debate

Some episodes start with laughs. This one starts with a warning. When a convicted ISIS supporter is released from prison and then allegedly shows up at the center of another attack, it’s not politics as usual. It’s not abstract. It’s not theoretical. Lives are at stake. So the question hanging over everything is simple: how many warnings does this country need before people start taking terrorism seriously again? The fellas — Josh Holmes, Comfortably Smug, Michael Duncan, and John Ashbrook — start this episode where it matters. The Old Dominion attack, the synagogue attack in Michigan, and the reality that DHS funding has been blocked while terror threats continue to rise. Then… because the news cycle refuses to stop being insane… things take a turn. Because while America is dealing with real threats, Iran’s regime is busy looking like the world’s most dysfunctional dictatorship. 🎙️ Special Guest: Sean Hannity • Launching his new podcast Hang Out with Sean Hannity • Why authenticity beats chasing clicks and algorithms • Lessons from Rush Limbaugh and the early days of conservative talk radio • The mindset and work ethic behind decades of media dominance Then the fellas get back to Fun Time Friday chaos: • The internet roasting Iran’s leadership meltdown • Dem-on-Dem political warfare in California • A viral generational fight over boomers, inheritance, and retirement • Italian baseball antics and the espresso-fueled dugout debate Question of the Day: What’s the worst excuse you’ve ever heard from a Democrat after getting caught red-handed? Subscribe so you never miss an episode. Follow Ruthless on social for clips and behind-the-scenes chaos. And if you enjoyed the show, send it to a friend who needs a little more ruthless in their life. 00:03:00 Fun Time Friday Kickoff 00:04:15 Synagogue Attack in Michigan and Rising Terror Threats 00:05:28 ISIS-Linked Shooter at Old Dominion University 00:10:12 DHS Funding Fight and National Security Fallout 00:13:52 Iran Regime Chaos and the New Ayatollah Drama 00:15:02 Internet Roasts Iran’s “Cardboard” Leadership Moment 00:22:24 Dem-on-Dem Warfare in the California Governor Race 00:33:28 Question of the Day: Obama’s Post-Presidency Role 00:39:47 Sean Hannity Joins the Show 00:50:30 Boomer Wealth Debate Goes Viral Online 00:59:32 Sean Hannity Interview 01:26:37 Wild Live TV Moment to Close the Show

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