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.
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Today, on our inaugural episode of Second Thought, Suzy Weiss sits down with one of the most influential people in YouTube’s history: Casey Neistat. Casey has millions of followers and billions of views to his name—and he saw early on that YouTube would change everything. It certainly changed his own life.
In this conversation, Casey talks about riding the wave of the YouTube tsunami, his love of old technology, and how his career illustrates Andy Warhol’s infamous prediction that “In the future, everyone will be world-famous for 15 minutes.” Plus: the creative power of brothers, Lena Dunham, and who inherited the mantle of Jackass.
He also answers some harder questions: Has the rise of the creator economy and the parasocial relationships that came with it been a net positive? Is it possible to win the algorithm without exploiting your audience? Can artistic expression survive the onslaught of artificial intelligence? On all fronts, the man who saw around the corner of our last media revolution isn’t so sure.
Subscribe to Second Thought for new episodes every week.
Follow Suzy Weiss:
Twitter: https://x.com/SnoozyWeiss
Instagram: https://www.instagram.com/suzyisonline/
Subscribe to The Free Press: https://www.thefp.com/subscribe
Introducing: Second Thought with Suzy Weiss
vendredi 3 avril 2026 • Durée 00:29
Pop culture is fun—but we take it very seriously. And so should you. Catch Second Thought every Friday wherever you get your podcasts.
Recession Indicators with Suzy and Dan
lundi 20 avril 2026 • Durée 25:13
Today, Suzy Weiss sits down with Dan Ahdoot to talk about the big stories of the week, including Justin Bieber’s Coachella performance, the supposed unmasking of Satoshi Nakamoto, and whether $40 is too much to pay for half a rotisserie chicken.
Follow Suzy Weiss:
Twitter: https://x.com/SnoozyWeiss
Instagram: https://www.instagram.com/suzyisonline/
Follow Dan Ahdoot:
Twitter: https://x.com/standupdan/with_replies
Instagram: https://www.instagram.com/standupdan/?hl=en
Subscribe to The Free Press: https://www.thefp.com/subscribe
Claudia Oshry Gets Real: Internet Fame, Blake Lively, GLP-1s & More
vendredi 24 avril 2026 • Durée 55:36
On this week’s episode of Second Thought, Suzy Weiss sits down with comedian, media mogul, and professional pop culture savant, Claudia Oshry, for a conversation about what it actually takes to survive, and even thrive, online.
As host of one of the internet’s most popular pop culture podcasts—The Toast, which she hosts with her sister Jackie—Claudia talks about the reality of being “internet famous,” getting canceled early in her career, and her relationship to fame, confidence, and public opinion.
Then, Dan Ahdoot joins the conversation to dive into the pop culture stories of the week: why Blake Lively might be misunderstood, the too-online intensity of Olivia Rodrigo fans, Demi Lovato’s redemption arcs, the fraught personal dynamics of GLP-1s—and more.
Follow Suzy:
Twitter: https://x.com/SnoozyWeiss
Instagram: https://www.instagram.com/suzyisonline/
Follow Dan:
Twitter https://x.com/standupdan
Instagram: https://www.instagram.com/standupdan/?hl=en
Follow Claudia:
Instagram: https://www.instagram.com/girlwithnojob/
Subscribe to The Free Press: https://www.thefp.com/subscribe
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Apple Podcasts
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30/05/2026
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