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But in taking a principled stand against the Pentagon and Secretary of War Pete Hegseth, it will gain valuable trust with customers, argues Bradley, and that means winning the war.
"We don't need purity," says Bradley. "We don't need saviors." The remaking of our institutions starts from the middle, he argues, which has a lot of untapped power against the extremes on both sides.
Calling in from Istanbul, Bradley opens with impressions of a historically rich but complicated city — ancient cisterns, street cats, a shady taxi driver, and bomb-proof doors on a synagogue.
Why are the biggest names in venture betting big on prediction markets? Aaron Miller, principal at Will Ventures, joins Bradley to talk about the evolution of platforms like Kalshi and Polymarket into a new kind of financial exchange and societal "source of truth."
Everybody fails, doubts themselves and encounters unexpected obstacles on the path to whatever they're trying to achieve.
What do you get when you ask five AI platforms to crunch some numbers and help solve an investment decision for you?
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?
Bradley assesses the strange predicament of the middle power in a zero-sum world.
Bradley walks through his “Manchurian Economy” thesis—tariffs, intimidation of speech and IP, politicizing the Fed and federal data, choking immigration and R&D, and the broader slide toward rule-of-law instability.
Steve Somers, the beloved Shmoozer on WFAN and author of a new memoir Me Here, You There, joined Bradley and his longtime producer Paul Rosenberg for a live conversation late last year at P&T Knitwear
What will trigger the fiercest backlash to the AI boom? Rather than job losses or generative-AI weirdness, says Bradley, it'll be data centers and their insatiable appetite for electricity.
For the first episode of 2026, Bradley explores the hard choices that lead to contentment over the long run, resisting the dopamine loop of money and status in favor of purpose, perspective and love.
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.
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.
For Bradley, it was Blob: A Love Story by Maggie Su.
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.
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.
Bradley walks through the changing VC landscape, using his own fund history as Exhibit A, and going into detail on his return to an “equity for services” model.
Governor Kathy Hochul’s real edge isn’t charisma or disruption, says Bradley, but a deeply “regular” superpower - backing things like universal school meals, subway security, phone bans in schools, childcare tax credits, and a crackdown on shoplifting simply because normal people want them.
Bradley talks to Oliver Libby — venture investor, civic reform advocate, and co-founder of The Resolution Project — about his new book Strong Floor, No Ceiling: Building a New Foundation for the American Dream.
While the Mobile Voting Project posted its open-source code to GitHub, where it is available for any jurisdiction to use, the New York Times ran a front-page, above-the-fold story on Anchorage utilizing it for elections next spring.
We've grown numb to politicians gaming out everything. But when Senate Democrats chose to end the shutdown, says Bradley, they chose the concerns of real people over political opportunism, and Chuck Schumer deserves credit.
Bradley walks us through his first-ever magazine for Substack: six articles where he analyzes the future Mamdani administration and what comes next for New York City.
Bonus Episode with Rev. Al Sharpton and Jonathan Mahler
Not until Democrats finally stop performing politics, says Bradley, will they be able to beat Trump.
What goes together better than smoked fish and good books? Russ & Daughters, beloved for its lox, herring, bagels and babka, is not only one of the truly great and iconic New York food institutions, it's also a neighbor of P&T Knitwear, Bradley's bookstore on the Lower East Side
Bradley gets a Windy City on-the-ground report from friend and colleague Bob Greenlee, which leads to a bleak read on national politics: even if Democrats gain in 2026, the realities of executive power and a thin bench mean that little changes.
The upside of being your own boss is pretty clear, says Bradley, it's your tolerance for the downside that really is the deciding factor.
Jonathan Mahler’s The Gods of New York is a brilliant chronicle of the late 1980s, when a rotating cast of outrageous characters — Trump, Koch, Sharpton, among others — hogged the headlines. Bradley talks to Mahler about the clash of epic egos, as well as shifting social conditions.