
Hosted by Firewall · EN

Everybody fails, doubts themselves and encounters unexpected obstacles on the path to whatever they're trying to achieve. But the choice to keep going in the face of difficulty, says Bradley, is what maximizes our own satisfaction and well being. He explains all this in the context of why the business community failed as a political force in New York City since Mayor Bloomberg left office. Plus, he talks about why the merging of philanthropy and commerce is often so fraught, questions Mayor Mamdani's decision not to force homeless people into shelter in the extreme-cold weather, and writes an ad for Pete Buttigieg that he contends is superior to Hugo's from last week.Discussed on today's episode:New York’s CEOs Are Gearing Up for a Battle With Mamdani, David Freedlander, New York Magazine (02/05/26)This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

What happens when an entire generation grows up with nothing but chaos, only to encounter an AI revolution that makes practically every career look iffy? Bradley talks to Rachel Janfaza, founder of The Up and Up, about why COVID didn't just disrupt Gen Z—it split them in two: the older group that remembers life before the pandemic and the younger ones who don't and who never learned how to have an unplanned conversation. She explains how Gen Z voters feel betrayed by Trump just one year into his second term, why they're demanding AI regulation, and what effect data centers, crypto and phone bans are having on their politics.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

What do you get when you ask five AI platforms to crunch some numbers and help solve an investment decision for you? A shocking array of basic errors, faulty assumptions and bizarre omissions, Bradley discovered, enough to make him seriously wonder where this revolution might be heading. Plus, he reevaluates his loathing of social media in light of Minneapolis and Greenland, debates the merits of his own particular form of networking and proposes an ad that could propel Rahm Emanuel to the top of the 2028 leaderboard.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

In the 1990s, we were promised that the internet was going to decentralize wealth and power. How did we end up with what feels like the exact opposite of that? Tim Wu, author of the new book, The Age of Extraction — an examination of how tech platforms extract value, shape attention, and concentrate power — joined Bradley earlier this month for a live discussion at P&T Knitwear, moderated by Nate Loewentheil, Managing Partner of Commonweal Ventures. "If you look through the history of democracy turning into dictatorship," says Wu, "a lot of it goes through the path of monopolization of key industries, the build-up of a huge amount of wealth and an anger among the people. When democracy cannot fix that or make the system seem fair, the strong man has a lot of appeal."This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

...Well, not quite. But for this year-capping episode, Bradley came armed with a list of 50 big questions to discuss with his friend Alexander Kouts, the founder and CEO of Indigov, and because they had so much to talk about, the episode approaches Rogan-scale duration. Buckle up for this super-sized episode as Bradley and Alex take on abundance v. zero-sum thinking, the limits of capitalism, the purpose of religion, where higher education is heading (off a cliff, of course, but how high?), what roles AI can never take away from us and why humans are powerless in the presence of babies and dogs. Consider it the debut of a new annual tradition. Next year, we might invite Joe himself (or not).This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

Daniel Wortel-London, author of The Menace of Prosperity: New York City and the Struggle for Economic Development, 1865–1981, joins Bradley to unpack a century of economic policy, arguing that elites have often undermined cities even as they claimed to save them—and that smarter, more inclusive development is still possible. The conversation ranges from subways and public housing to Zohran Mamdani’s prospects as mayor, asking whether technocratic competence, not ideology, is the real test for New York’s next era. Note that this episode was recorded shortly before Mamdani's election, and it was discussed as the likely outcome.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

For Bradley, it was Blob: A Love Story by Maggie Su. In this episode, he reviews his favorites among the 96 books that he read this year, including the funniest one, the memoir that evokes real nostalgia, the one he most wants his son to read and the one that made him feel like less of a misfit. Plus, Bradley talks about how to make New York City a global model of Jewish-Muslim cooperation and why Trump's executive order on AI is little more than ill-informed bluster.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

What does Zohran Mamdani’s upset victory look like now that the memes have faded? Drawing on the months of reporting he did for The New Yorker, Staff Writer Eric Lach walks through how Mamdani’s campaign rewrote the playbook on field organizing, social media, and “politics you can see” in the streets — rather than the "politics you can't see" in back rooms. He and Bradley pull apart why the city’s political and business class so badly misread the race and what that portends for upcoming fights involving Kathy Hochul, congressional primaries, and Chuck Schumer’s future. They also game out the big unknown: how Mamdani can govern through steep budget cuts, policing dilemmas and an impatient electorate without losing the authenticity that got him elected.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

Bradley makes 12 bold predictions about next year, focusing on the tidal wave of AI regulation hitting state legislatures, why electricity prices will soar and put incumbents in a major bind, the inevitable mishandling of mental-health chatbots, how all the politicians rushing to copy Mamdani's short-form videos are going to create one hell of a blooper reel, and much more. Plus, a strong recommendation for Season 2 of Landman and guest Cory Epstein reveals the one movie he auditioned for during his very short-lived stint as a child actor.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.

What happens when you walk away from a hyper-optimized New York life to immerse yourself in learning one thing? Ravi Gupta explains why he moved to Italy to study cooking, rebuild his attention span, and escape phone-and-dating-app brain rot, drawing on previous "skillbaticals" devoted to powerlifting, screenwriting and surfing. Then Gupta digs into his five-part series Where the Schools Went, tracing how post-Katrina New Orleans rebuilt its schools as an almost all-charter system, what worked, what broke, and what the rest of the country should—and shouldn’t—try to copy.This episode was taped at P&T Knitwear at 180 Orchard Street — New York City’s only free podcast recording studio.Send us an email with your thoughts on today’s episode: info@firewall.media.Be sure to watch Bradley’s new TED Talk on Mobile Voting at https://go.ted.com/bradleytusk.Subscribe to Bradley's weekly newsletter and follow Bradley on Linkedin + Substack + YouTube.