Second Thought

Second Thought

Second Thought is a new podcast from The Free Press tackling pop culture with a sharp, open-minded, and funny point of view. Hosted by Free Press co-founder Suzy Weiss and comedian Dan Ahdoot (Cobra Kai, Undercooked), the show cuts through the noise to explain what everyone is watching, talking about, arguing over, and quietly obsessed with—or will be soon. Expect cutting commentary, unexpected guests, and cultural translating for Gen Xers who want to understand their kids, millennials who are starting to feel like boomers, and everyone in between.

Episodes

October 23, 2026 • 40 mins
This week, Kylie Jenner shocked the crowd at the Victoria’s Secret Fashion Show by strutting down the runway in a $50 million bra.  The undergarment was covered in over 4,000 diamonds, with a 75.54-carat centerpiece; but Jenner’s critics say she isn’t a “real model,” and didn’t deserve it. This week on Second Thought, Suzy and Dan explain why Kylie is the only model who worked her way onto ...
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This week, there’s one major conflict dominating the news—and it’s not the diesel debate, or the tense midterm races, or the war in Ukraine. Instead, the world has its eyes on the smackdown between pop star Kelly Clarkson, and a Brooklyn curiosity shop called Art of Play.  On Saturday, Clarkson made a viral post claiming that she walked into the store and tried to buy a $15,000 automaton bird off the wall&md...
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Last week, social media influencer Alix Earle went viral for admitting that she’s never read a book—despite graduating from the University of Miami with a business degree . Predictably, the internet pounced on her, but Suzy and Dan disagree. In this week’s episode of Second Thought, the two break down the virtue of staying in your lane, and explain why Alix’s time is better spent filming makeup tutorials tha...
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Last week, Taylor Swift released four brand-new songs—and the public immediately panned them. What happened to the world’s biggest pop star, and what are we to make of her latest pivot? This week on Second Thought, Swift expert Matthew Jordan sits down with Suzy Weiss and Dan Ahdoot to break down all you need to know about The Life of a Showgirl: Encore Edition, and what the response reveals about her fandom. Then, Suz...
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We all know dating is broken. Or at the very least, brutal. From endless swiping on dating apps to scrolling social media, modern courtship looks nothing like it used to—and our relationships, or lack thereof, are suffering for it.  But how do we get things back on track? Serena Kerrigan has gone on over 50 virtual first dates to find out—and she’s just written a book called Let’s F*cking Date that lay...
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This week—and every week–America can’t take its eyes off Sydney Sweeney. In the latest controversy, she poses nearly nude while advertising for the sports gambling platform Novig, and female athletes aren’t happy about it. In today’s episode of Second Thought, Suzy and Dan break down her salacious scandal and explain why the real victims are too smitten to know it.  Then the two dive into the oth...
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Are you still on the family phone plan?  In his new comedy special “The Family Plan,” Jared Freid breaks down the messy truth of life as a millennial son–from his mom monitoring his martinis to his dad shouting about his weight at the beach. This week on Second Thought, he joins Suzy and Dan for a deep dive on boomer parents–and explains why, beyond all the eye rolls, they’re the best gift you ca...
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September 4, 2026 • 37 mins
Is cancel culture making a comeback?  This week, fashion designer John Galliano stepped down from his post as honoree at the 2027 Met Gala after public backlash over his history of antisemitism. Today on Second Thought, Suzy and Dan break down the merits of his punishment—and why the real villain of this story is hiding in plain sight.  Then, Suzy and Dan cover the cancellations you might’ve missed—lik...
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The rich have never been richer–and us normal people simply can’t look away.  From  influencers posting about their vacations, to the cottage industries that pop up to help with everything from private school admissions to naming a yacht, there’s never been a better time to gawk at the decisions of the moneybags among us. At the dawn of the A-age, we’re living through a moment with over 3,000 bill...
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It’s a banner week for crazy women. Suzy and Dan dive into the conspiracy theories surrounding Lindsay Clancy, the Massachusetts mother on trial for strangling her three children and Real Housewife Lisa Rinna’s therapist-assisted attempt to crack the case. Then, Natalie Harp, Donald Trump’s fiercely devoted aide, managed to turn her longtime obsession with presidents into the ultimate fantasy: becoming virtually...
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August 14, 2026 • 40 mins
In this episode, Suzy Weiss and Dan Ahdoot unpack this week's very important culture news and spotlight the bizarre stories you probably missed. They celebrate Brad Pitt’s return to drinking “in a more restrained manner” after seven years of sobriety. They explore the Tokyo government’s decision to let men wear shorts to the office—and the resulting concern over “leg hair harassment” from ...
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In this episode, Suzy Weiss and Dan Ahdoot unpack this week’s very important culture news and spotlight the bizarre stories you probably missed. They discuss the sexual misconduct allegations against Jared Leto, Ariana Grande’s decision to step back from public life amid growing concern over the pop star’s health, and whether modern culture has forgotten the value of keeping things separate: therapy from the work...
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July 31, 2026 • 47 mins
In this episode Suzy Weiss sits down with journalist Amy Chozick, who has spent her career covering some of America’s most polarizing women—from Hillary Clinton and Stormy Daniels to Elizabeth Holmes and Lauren Sánchez Bezos.  They explore what these wildly different women have in common, why they’re judged so harshly, and what the public gets wrong about them. Then they turn to Chozick’s new novel and...
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July 24, 2026 • 47 mins
In this episode, Suzy Weiss and Dan Ahdoot unpack this week's very important culture news and spotlight the bizarre stories you probably missed. They examine Tom Brady’s increasingly strange post-divorce reinvention and his latest publicity stunt with Logan Paul, asking whether the GOAT is in the throes of a midlife crisis. They dig into the legal challenge to South Carolina’s face tattoo ban and debate whether face ta...
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July 17, 2026 • 55 mins
Is porn empowering? Is it a scourge? And either way: Was it better in the ’80s? In this episode, Suzy Weiss and Dan Ahdoot sit down with writer Allie Rowbottom to dig into her new novel, Lovers XXX, set in the cocaine-fueled “golden age” of Los Angeles’ adult film industry. They discuss the evolution of pornography from VHS tapes to OnlyFans and why feminists remain deeply divided over whether porn liberate...
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In this episode, Suzy Weiss and Dan Ahdoot unpack this week’s *very* important culture news and highlight the bizarre, fascinating stories that you probably missed.  They dissect Taylor Swift’s unhinged Madison Square Garden wedding, from the “schizophrenic” buffet menu and Chanel bag raffle to the bizarre guest list (why was George Stephanopoulos there?)—plus how one artist made money by selling...
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Few public figures have a résumé as eclectic as Mayim Bialik’s: child star, sitcom icon, neuroscientist, Jeopardy! host, “crotchety” feminist, and unapologetic Zionist. On this episode of Second Thought, she joins Suzy Weiss for a  conversation about growing up as a child actress, finding fame on Blossom, spending a decade on The Big Bang Theory, and why Hollywood has never quite felt like home.  Plus:...
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According to Luke Burgis, our biggest social problem isn’t loneliness or polarization or the decline of trust in institutions. Our problem is that most of us don’t even really understand ourselves. We dress dress alike, flock to the same restaurants, and chase the same goals not because we’re adjusting our behavior to fit in, but because the people around us have fundamentally transformed our inner desires and fl...
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Roast comedy is one of the last places where truly unfiltered commentary still lands in public, says “Roastmaster General” Jeff Ross. Few people understand the art of the insult better than Ross, who has presided over the brutal, hilarious takedowns of everyone from Joan Rivers and Justin Bieber to Charlie Sheen. Today, he joins Suzy Weiss to break down his new Netflix special, Take a Banana for the Ride, which manages...
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For a year, tech writer Joanna Stern turned herself into an AI guinea pig. She let artificial intelligence into every corner of her life: testing robot assistants, commuting in autonomous vehicles, reading AI bedtime stories to her children, and even going on a road trip with her AI boyfriend, Evan.  That experiment became her new book, I Am Not a Robot. In this episode, Joanna breaks down what we can expect from the next wav...
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