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“Just 25 literary agents represent more than half of all prizewinning novelists in the 21st century. The agent is the unacknowledged legislator of the literary field.” — Laura McGrath We think of publishers and editors as the ultimate tastemakers. As those godlike gatekeepers controlling what we read. But if you’re looking for literary gods, Laura McGrath argues, then you need to look at literary agents rather than publishers or editors. Her ten-year project, Middlemen: Literary Agents and the Making of American Fiction, is the first serious scholarly account of the literary agent’s astonishingly powerful role in shaping what America reads. Except, of course, the Middlemen are actually Middlewomen — since 80% of literary agents are women. The numbers are striking. Just 25 literary agents represent more than half of all prizewinning novelists in the 21st century. McGrath interviewed 75 of them over ten years. Shelley called poets the unacknowledged legislators of the world. McGrath’s agents are the unacknowledged legislators of the literary field. They shaped postmodernism (Candida Donadio and Pynchon, Heller, Gaddis). They launched the debut novel as a literary form. They made the short story collection viable. And 25 of them control more than half of the prizes. So will AI replace the agent? In operations, perhaps, McGrath acknowledges — the slush pile is overwhelming and smart machine assistance is welcome. But in creative work — in the business of writing, editing, translation, cover design, and above all taste — she thinks not. No algorithm will ever learn the Catch-22 of publishing — separating the Thomas Pynchon or Joseph Heller from all the dross. And no bot (male or female) is ever going to host a three-martini lunch in Manhattan. Five Takeaways • The Literary Agent as the New Gatekeeper: Replacing the Publisher: In the early 20th century, publishing was shaped by the taste of individual publishers: Bennett Cerf at Random House, Alfred and Blanche Knopf at their imprint, Max Perkins at Scribner’s. Those days are over. Publishers are now conglomerates where individual editors may have excellent taste but no single figure shapes the house. Into that vacuum has come the literary agent — who now operates, McGrath argues, exactly as the great publishers once did: as the primary tastemaker, the person whose aesthetic and commercial judgment shapes what America reads. • 25 Agents, Half the Prizes, 80% Women: The Numbers: McGrath’s most striking statistical finding: just 25 literary agents represent more than half of all prizewinning novelists in the 21st century. Twenty-five people. The field is 80% women — hence the tongue-in-cheek title — and 73% white. Agents tend, McGrath found, to represent authors who resemble themselves. One answer to the question “why is contemporary literary fiction so white?” is: because agents are. And agents, because they work on contingency fees rather than salaries, face severe financial pressures that concentrate power at the top of the profession. • The Unacknowledged Legislators: Agents Shaped American Literary History: McGrath’s book is full of literary history rewritten from the agent’s perspective. Sterling Lord persisted past dozens of rejections to place On the Road for Kerouac. Candida Donadio — Pynchon’s, Heller’s, Gaddis’s, and early Philip Roth’s agent — championed maximalist, experimental writers whom no one was interested in, and built the social network of editor relationships that made postmodernism possible. The debut novel as a cultural form, the persistence of the short story collection despite poor sales, the rise of the New York novel — all are, in McGrath’s account, partly agent-made. • Can White Male Writers Not Get Published? No: Andrew raises the complaint he hears from white male writers: that they can no longer get published because of diversity initiatives. McGrath’s answer is flat. No. She thinks it’s silly. The number of books published each week is staggering. Being able to see some success on the part of writers of colour does not diminish the work white men are doing. The complaint, she notes, circulates every ten years, typically after a boom in support for writers of colour. We are in another round of this cycle. There will be another one in a decade. • Will AI Replace the Literary Agent? In Operations, Maybe. In Taste, No: Andrew’s closing question: will AI replace the middlemen? McGrath draws the distinction she heard at the US Book Show: AI in operations (slush pile management, contract tracking), yes, possibly. AI in creative work — writing, editing, translation, cover design, and above all taste — she hopes not. An algorithm is built on priors. It narrows the window of possibility endlessly, replicating itself. That is not what a good literary agent does. A good literary agent is looking for books that surprise, frustrate, and thrill. No algorithm has learned to take an author out for a three-martini lunch. About the Guest Laura McGrath is an assistant professor of English at Temple University and a National Endowment for the Humanities Fellow. She was formerly the associate director of the Literary Lab at Stanford University. She is the author of Middlemen: Literary Agents and the Making of American Fiction (Princeton University Press, April 28, 2026). She writes the textCrunch Substack on literary and publishing culture. References: • Middlemen: Literary Agents and the Making of American Fiction by Laura McGrath (Princeton University Press, April 28, 2026). • Earlier on KOA: Gayle Feldman on Nothing Random: Bennett Cerf and the Publishing House He Built — the companion episode referenced at the opening. • Sterling Lord (agent for Kerouac), Candida Donadio (Pynchon, Heller, Gaddis, Roth), Andrew Wylie — agents profiled in the book. • Andrew Keen, Cult of the Amateur (2007) — referenced as Andrew’s own defence of gatekeepers. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 3,000 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. 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“AI companies are taking advantage of our natural tendency to ascribe an inner life to our interlocutors. They profit when you think the chatbot cares.” — Kate O’Neill If we don’t like someone, we call them a fascist. And if we like them, we say they are a humanist. The F and H words. Both meaningless in our sloppy, bot-infested age. But maybe I’m just a cranky anti-humanist. Even anti-human — whatever that means. Or maybe I’m being harsh (moi?). Humanism certainly is all the rage in our AI age. Corporate consultant Kate O’Neill likes the word so much that she has built her brand around it. The self-styled “Tech Humanist” is the author of Tech Humanist, the host of the Tech Humanist Show, and a frequent speaker on the TED circuit. So how to use the H word without sounding like Claude or ChatGPT? O’Neill argues that what makes us human is our quest for meaning. The M word. That’s what distinguishes us from the bots. But as Kazuo Ishiguro warns in Klara and the Sun, we are fast arriving at a point when the bots are better than us at extracting meaning from the world. So did Kate O’Neill pass the Keen Test (reverse of Turing)? Did the Tech Humanist say anything that would have eluded Claude? Or have we already arrived at Ishiguro's bleak terminus where the bots are more skilled at infusing the H word with meaning than we are? Five Takeaways • What Is Tech Humanism? Aligning Business and Human Outcomes: O’Neill’s definition: technology shapes human experiences at scale, and it does so almost always in service of a business objective that is accelerating its advance. The purpose of tech humanism is to find the business objectives that need to be met and align them with human outcomes that are rewarding and fulfilling for people. This means using technology to amplify the alignment between business and human outcomes — rather than simply making the business more successful. It is, she acknowledges, not the habit of most business leaders. But it is a habit that can be developed. • You Sound Like a Bot: Andrew’s Challenge: Andrew’s opening challenge: O’Neill sounds exactly like a well-prompted language model. She uses the h word (humanism) and the m word (meaning). What is she saying that Claude couldn’t say? O’Neill’s answer: meaning is not a word but a phenomenon. It is what emerges from the combination of embodied sensory experience and language — the way humans encode meaningful experiences with language in their brains. As far as we know, this is a uniquely human capability. Machines process information statistically. Humans process it meaningfully. That distinction is, she argues, precisely the gap that matters. • AI Companies Profit When You Think the Chatbot Cares: O’Neill’s sharpest observation: we are constituted to look for inner life in the things we interact with. We give nicknames to our cars and talk to our toasters. At this early stage of interacting with large language models, it is entirely natural to assume there is a consciousness on the other side. The problem: AI companies are actively taking advantage of that natural tendency. They profit from it. The more people believe the chatbot genuinely understands them, the more they use it. That manipulation is real and it is working. Developing critical thinking about AI interactions is, O’Neill argues, now a form of self-defence. • The Intersection of Meaning and Scale: O’Neill’s key contribution to the tech humanism conversation: the problem with technology is not technology itself but the scale at which it operates. A single interaction with a biased algorithm is annoying. A billion such interactions, aggregated and accelerated by a business objective, reshapes society. The tech humanist’s job is to ensure that when we deploy technology at scale, the outcomes remain aligned with human meaning rather than with the extraction of human attention. This, she says, is both a business problem and a civilisational one. The two are, in her view, inseparable. • A Message to 2126: What We Valued About Ourselves: Andrew asks O’Neill: it is 2126. Humans and machines are indistinguishable. What do you say to whoever is listening? O’Neill’s answer: hello from the past. What we valued about ourselves was our ability to understand each other — intellectually, emotionally, sympathetically, empathetically. We could come into our interactions by holding space for what the other person feels and cares about. And we could, even when we disagreed, create more shared understanding by virtue of having the conversation. That is a beautiful thing, she says, whether we are distinctly human and distinctly machine or increasingly a blend of both. About the Guest Kate O’Neill is founder and CEO of KO Insights and is widely known as “the Tech Humanist.” She was one of the first 100 employees at Netflix and has held roles at Toshiba and founded the analytics firm [meta]marketer. She is named to the Thinkers50 global ranking of top management thinkers. She is the author of What Matters Next: A Leader’s Guide to Making Human-Friendly Tech Decisions in a World That’s Moving Too Fast (Wiley, January 2025), Tech Humanist (2018), A Future So Bright (2021), and Pixels and Place (2016). She advises Google, IBM, Microsoft, the United Nations, Harvard, and Yale. She hosts The Tech Humanist Show on YouTube. References: • What Matters Next: A Leader’s Guide to Making Human-Friendly Tech Decisions in a World That’s Moving Too Fast by Kate O’Neill (Wiley, January 2025). • Kazuo Ishiguro, Klara and the Sun (2021) — the novel discussed in the conversation’s closing section. • Victoria Hetherington, The Friend Machine — referenced by Andrew in the conversation on AI companionship. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 3,000 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTube

“I considered it elder abuse. She put him through the paces, not only before the debate, but after. She should have gotten him out of there immediately.” — Sally Quinn on Jill Biden and the debate Today’s guest is amongst America’s most verbal octogenarians. No, not you-know-who. Sally Quinn is the illustrious Washington DC hostess, writer and commentator. The almost 85-year-old does improv comedy every Sunday, ballroom dancing every week and Zen Buddhist meditation every Monday night. Her novel, Silent Retreat, is now out in paperback. And she’s working on her memoir, tentatively entitled Never Invite Sally Quinn. Certainly Jill Biden won’t be inviting Sally Quinn any time soon to one of her tête-à-têtes. Quinn’s account of what went wrong with the Biden presidency is sharply personal. Her late husband, legendary Washington Post editor Ben Bradlee, had dementia. She watched his cognitive decline from inside, and the parallels with what she observed in Biden were, she tells me, too close for comfort. Jill Biden’s decision to keep Joe running after the debate, when she privately suspected he’d suffered a stroke, was, in Quinn’s word, “elder abuse.” Silent Retreat, set at a monastery in Virginia’s Shenandoah Valley, is about the sexiness of silence. A prize-winning reporter and the venerable Archbishop of Dublin fall in love in enforced silence. Anything but elder abuse. But autobiographical? Probably not. As Ben Bradlee used to tease her over breakfast, it’s always been hard for not-silent-Sally to keep her mouth shut. Five Takeaways • The Army Brat Who Became Washington’s Most Powerful Hostess: Quinn grew up as an army brat, moving from posting to posting with her military father. She arrived in Washington after college, did a stint as social secretary to the Algerian ambassador, and was then hired by Ben Bradlee to write for the Washington Post’s new Style section — the first style section in the history of American journalism. She and Bradlee eventually married. Their home in Georgetown became the hub of Washington’s social and political life for decades. She describes herself not as a powerhouse but as someone who “really lucked out.” An army brat who knew how to work a room. • Gerontocracy Is Real — But People Who Keep Going Are Different: Quinn agrees with Samuel Moyn that American gerontocracy is a genuine problem: people who lose their cognitive sharpness should not be running organizations or countries, and the tragedy is that no one can know in advance who will lose it and who won’t. But she draws a distinction: the problem is not old people, it’s old people who have stopped growing. She surrounds herself with younger people, particularly younger journalists, because of their energy, idealism, and optimism. She is still working full time. The issue is not age. It’s vitality. • Biden and Jill: Elder Abuse: Quinn’s account of the Biden presidency is the most personal Andrew has heard. Her husband Ben Bradlee had dementia. She knows the signs. She watched Biden lose it, got a knot in her stomach every time he spoke publicly. The debate was her worst nightmare. Everyone in the White House knew what was happening and wasn’t telling the truth. And Jill Biden — who now admits she thought he had had a stroke after the debate — raised his arm in a victory salute the next day and took him off to campaign in North Carolina. Quinn’s verdict: “I considered it elder abuse.” • Silent Retreat: A New Yorker Writer and an Archbishop Fall in Love in Enforced Silence: The novel grew from Quinn’s own annual visits to a Trappist monastery in Virginia’s Berryville. She is a woman who once failed to stay quiet for three days — or so her husband thought — and who found to her surprise that she loved it. The novel: a prize-winning reporter whose marriage is falling apart, and an Archbishop of Dublin whose faith is in crisis, check into the same monastery for a silent retreat. They can’t speak to each other. They speak to the monk instead. The novel is told through those confessions. Kirkus: “an unholy brew of lust and faith.” Airmail: “a bodice ripper with a fillip of Roman Catholic ritual.” • Improv, Ballroom Dancing, Zen Buddhism, and Dinner by Candlelight: Quinn’s account of how she stays alive at 84 is the most energetic thing in this conversation. Improv comedy every Sunday for two and a half hours — performances after the class, with people half her age. Ballroom dancing every week. Zen Buddhist meditation every Monday night for two hours. Working out every day. Writing her Washington memoir. And hosting small dinner parties — six or eight people, candlelight, good food, a lot of wine — as a form of community-building in what she calls the toxic environment of today’s Washington. The memoir’s title: Never Invite Sally Quinn. Andrew has already secured an invitation to the next dinner party. About the Guest Sally Quinn is a longtime Washington Post journalist, columnist, television commentator, Washington insider, and one of Washington’s legendary social hostesses. She is the author of Silent Retreat (Simon & Schuster), Finding Magic, The Party, Happy Endings, Regrets Only, and We’re Going to Make You a Star. She was the founder and moderator of On Faith, the Washington Post’s religion website. She lives in Georgetown, Washington DC. References: • Silent Retreat by Sally Quinn (Simon & Schuster). In paperback. • Episode 2945: Samuel Moyn on Gerontocracy in America — referenced at the opening. • Ben Bradlee — Quinn’s late husband, executive editor of the Washington Post during Watergate, referenced throughout. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 3,000 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTubeApple PodcastsSpotify Chapters:...

“Age is the modality in which class is lived in America today.” — Samuel Moyn Yesterday we had 91-year-old Mordecai Kurz on the show. Tomorrow, it will be 84-year-old Sally Quinn. But today’s guest, the Yale legal historian Samuel Moyn, has a bit of a problem with old people. His new book, Gerontocracy in America, argues that the old folks are hoarding power and wealth in America. For Moyn, Dylan’s Sixties anthem of “Forever Young” has soured into today’s reality of “Forever Old.” In some ways, it’s hard to argue with Moyn’s thesis. Donald Trump is the oldest elected US president in history. Congress has been ageing for decades — and several Democratic members died in the run-up to the One Big Beautiful Bill vote, thereby facilitating its passage. The progressive heroine Ruth Bader Ginsburg stayed on the Supreme Court through a pancreatic cancer diagnosis and died in office, handing the right a supermajority and the end of abortion rights. Clarence Thomas, the RBG of nutcase conservatism, is on track to become the longest-serving Supreme Court justice in US history. And then there’s that alte kaker Joe Biden, former dodder-in-chief, the only pol who gives Trump a youthful glow. Even Bob Dylan — who I saw in all his morbid brilliance in Berkeley last week (“but me, I’m still on the road”) — just celebrated his 85th birthday. Forever old, America. Happy 250th. Five Takeaways • What Is Gerontocracy? Not a Problem With Old People: Moyn is careful to distinguish gerontocracy from old people. He is in his mid-fifties and can’t attack old people generally. His target is the system: the structural overrepresentation of old people in power, and the structural disadvantaging of the young that results. Old people can be great. Some are, some aren’t — just like everyone else. The problem is that when we defer to old people automatically — as a system rather than as a judgement about individuals — we replicate their mistakes alongside their wisdom. And cognitive decline is real, as Biden proved. “Age is the modality in which class is lived in America today,” Moyn writes, riffing on Stuart Hall’s formulation about race. • The Congress, the Courts, and the Deaths That Passed the Bill: Trump is the oldest elected US president in history — and if JD Vance were to succeed him, Vance would be the youngest president since Teddy Roosevelt. But Moyn’s focus goes beyond the presidency. Congress has aged dramatically: the average senator and representative are significantly older than at any point in US history, and there is now only one member of Congress in their thirties. Several Democratic members of the House died in the months before the One Big Beautiful Bill vote, facilitating its passage. The gerontocracy is quite literally voting itself into power through death. • The RBG Problem: Selfishness and the Supreme Court: Moyn’s account of Ruth Bader Ginsburg is unsparing. She had been diagnosed with pancreatic cancer — one of the deadliest — and allegedly survived it. She had become a progressive icon, “Notorious RBG.” But she chose to stay on the court rather than retire under Obama, and she died in office in 2020, allowing Trump to appoint Amy Coney Barrett and hand the right a supermajority that ended abortion rights. Moyn’s verdict: she was selfish. He is also careful to note that the system should not depend on individual virtue — there will always be selfish people. The system must be reformed so that selfish choices are no longer possible. • The Framers Designed Gerontocracy Into the Constitution: One of Moyn’s most striking historical arguments: the framers deliberately empowered old people. The age minimums for federal office (35 for the presidency, 30 for the Senate) excluded 70% of the population at the time. The Senate was named after the Roman senatus — literally “old men” — and the concept went back to the Spartan council of elders. Alexander Hamilton argued in the Federalist Papers that federal judges should serve until they were “dodering” because the alternative was too much popular power. The gerontocracy is not an accident. It was designed. • The Solutions: Vote at Six, Retire at Sixty, Tax the Family Home: Moyn’s solutions are deliberately radical. On voting: lower the age, as David Runciman advocates to six, and reduce the number of elections because evidence shows the more elections, the greater the elder dominance. On political office: age limits, youth cohorts. On the courts: mandatory retirement — this requires creative interpretation of the constitution rather than amendment. On the economy: higher taxes on inherited wealth and housing assets — an incremental tax for staying in a large house you no longer need. On the title of the paperback: Andrew suggests “Forever Old.” Moyn will credit him if it’s chosen. About the Guest Samuel Moyn is the Kent Professor of Law and History at Yale University. He is the author of Gerontocracy in America: How the Old Are Hoarding Power and Wealth — and What to Do About It (Farrar, Straus and Giroux, June 16, 2026), Humane: How the United States Abandoned Peace and Reinvented War, Not Enough: Human Rights in an Unequal World, and The Last Utopia: Human Rights in History. He is co-host of the Digging a Hole podcast and a frequent contributor to The Nation, The New Republic, and The New York Times. He lives in New Haven, Connecticut. References: • Gerontocracy in America: How the Old Are Hoarding Power and Wealth — and What to Do About It by Samuel Moyn (Farrar, Straus and Giroux, June 16, 2026). • Samuel Moyn, “The Old Guard: Confronting America’s Gerontocratic Crisis,” Harper’s Magazine, May 2026 — the excerpt from the book referenced at the opening. • David Runciman — referenced for his advocacy of lowering the voting age to six. • Stuart Hall — referenced for the formulation that class is lived through race, which Moyn repurposes for age. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 3,000 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTube

“Between 1980 and 2019, the billionaires gained $25 trillion. By today it’s probably $35 trillion. The question is who will pay for reform? You go where the money is.” — Mordecai Kurz Keynes observed that in the long run, we are all dead. The nonagenarian Stanford economist Mordecai Kurz agrees. Which is why he has no patience for the tech utopians’ promise of abundance for all of us in the long run. And his new book, Private Power and Democracy’s Decline: How to Make Capitalism Support Democracy, is amongst the most urgent cases yet made for a fundamental reform of American capitalism. Kurz compares our billionaire-infested times with the Gilded Age of the late 19th century, which eventually ended with sharp progressive reform. We are now in a second Gilded Age, he argues. Between 1980 and 2019, the top billionaires gained $25 trillion. By today, he estimates it’s $35 trillion. Meanwhile, workers without college education gained essentially nothing in income between 1980 and 2010. The result is both Trumpism and the world’s first trillionaire. Kurz lays out a three-fronted reform strategy. First, reduce market power through patent and antitrust reform. Second, redistribute the gains from technology through a 65% top marginal income tax rate and a 45% corporate rate. Third, guarantee the livelihood of every worker displaced by policy-supported technological change with retraining, full wage support, tuition, healthcare, and even relocation. Wouldn’t the billionaires simply leave? The spirited Kurz, who has taught economics at Stanford for sixty years, isn’t worried. “Others will come instead of them,” he says. And in response to Sam Altman’s argument that AI will free humanity from labour, Mordecai Kurz retorts with Keynes’s remark about death in the long run. And this particular long run, he says, could be many millennia. Five Takeaways • The Second Gilded Age: Same Dynamic, Different Technology: Kurz’s central historical argument: the first Gilded Age — 1864 to 1914 — produced extreme inequality, rising economic monopolists who became centres of political power, and democratic decline. It ended with progressive reform. The second Gilded Age, beginning in 1980, follows the same logic: technology used as a weapon of market power, market power converting into political power, political power undermining democratic institutions. The difference is scale and speed. Between 1980 and 2019, the top billionaires accumulated $25 trillion. By 2026, Kurz estimates $35 trillion. The reform that ended the first Gilded Age took fifty years. He is not sure we have that long. • The Three-Pronged Reform: Market Power, Distribution, Livelihoods: Kurz’s proposed reform has three components. First: reduce market power through patent reform, antitrust reform, and reform of acquisition law — the legal structures that allow technology firms to entrench monopoly positions. Second: redistribute the gains from technology through a 65% top marginal income tax rate, a compulsory minimum 15% tax on incomes above $400,000, and a 45% corporate tax rate. Third: guarantee the livelihood of every worker displaced by policy-supported technological change — retraining, full wage support, tuition for children, healthcare, and relocation assistance. • The 1980 Mistake: Where It All Went Wrong: Kurz is precise about the origin of the problem: 1980. The turn to unregulated free-market capitalism under Reagan, combined with the information technology revolution, created what he calls a techno-winner-takes-all economy. Workers without college education gained essentially nothing in income between 1980 and 2010. Millions lost their jobs to automation and import competition and received no government support. Kurz’s diagnosis of Trumpism: it fed on the despair of those abandoned workers. This is not a cultural or demographic explanation. It is a structural economic one. • Would the Billionaires Leave? Let Them: Andrew raises the obvious objection: if you tax them at 65%, won’t the Elon Musks and Larry Pages and Sam Altmans simply leave? Kurz’s response is blunt: he doesn’t think they would, because the system called America — its universities, infrastructure, market, human capital, and institutional environment — is what made their billions possible. Their billions are not the product of their individual genius alone. But if they do leave, he says, others will come instead. He adds that he would prefer coordinated taxation across all Western advanced economies, not the US alone. • In the Long Run, We Are All Dead: The Keynesian Punchline on Tech Utopianism: Andrew asks about Elon Musk’s claim that money will eventually disappear and technology will free humanity from labour — the Keynesian/Marxist long-run abundance argument. Kurz paraphrases Keynes’ most famous line: “In the long run, we are all dead.” And then he adds: the long run could be a very long time. He is ninety years old, has taught at Stanford since 1961, and from his office window he can see the $1 billion mansions in the hills above Palo Alto and the workers below who cannot afford to live there. He is, he says, not prepared to wait for Musk’s utopia. About the Guest Mordecai Kurz is the Joan Kenney Professor of Economics Emeritus at Stanford University, where he has taught since 1961. He is the author of Private Power and Democracy’s Decline: How to Make Capitalism Support Democracy (MIT Press, May 19, 2026) and The Market Power of Technology: Understanding the Second Gilded Age (Columbia University Press, 2023). He was born in Tel Aviv and received his doctorate from MIT. References: • Private Power and Democracy’s Decline: How to Make Capitalism Support Democracy by Mordecai Kurz (MIT Press, May 19, 2026). • The Market Power of Technology: Understanding the Second Gilded Age by Mordecai Kurz (Columbia University Press, 2023) — the preceding volume, referenced throughout. • Thomas Piketty — blurbed the book: “A great book, a must-read.” Also referenced in the conversation. • Dani Rodrik and Gabriel Zucman — referenced as fellow economists in Kurz’s camp. • Marc Andreessen — referenced for his counter-argument that high taxation destroys innovation. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 3,000 episodes s...

“Second wave feminism taught women that femininity was weak, masculinity was toxic, marriage was oppressive, the home was a prison, and children are a burden.” — Delano Squires Sixty years ago, Daniel Patrick Moynihan published The Negro Family: The Case for National Action, which was immediately attacked by the left as victim-blaming and by the right as an admission of state responsibility. In 1965, 25% of black children were born to unmarried parents. Today the figure is 70%. So is the black American family vanishing? Delano Squires — director of the Richard and Helen DeVos Center for Human Flourishing at the Heritage Foundation — certainly thinks so. In his controversial new book, The Vanishing Black Family, Squires argues that “welfare” and “feminism” have made black marriage optional and children vulnerable. Squires identifies what he calls the “sinister six” forces that have dismantled the black family: slavery’s legacy, the welfare state, second wave feminism, popular culture, the failure of the black church, and the indifference of black progressive leadership. Perhaps his most controversial claim is that the second wave feminism of Betty Friedan did specific damage in black communities by weakening the social norms that survived slavery and Jim Crow. His prescription is a Heritage Foundation-style free market revolution led by black institutions rather than by Daniel Patrick Moynihan’s federal government. The church, HBCUs and black media should all embrace education, work, marriage and family. Give her a ring before she gives you a baby, Squires advises young black men. But leave Betty Friedan literature off the wedding gift list. Five Takeaways • From 25% to 70%: The Statistics Behind the Book: In 1965, when Moynihan wrote his report, 25% of black children were born to unmarried parents — a figure Moynihan regarded as a national crisis requiring urgent political response. The national average was 7%. Today, 70% of black children are born to unmarried parents. The national average has risen to 40%. Squires’ argument: the gap has widened, the scale has changed, and the Moynihan consensus — that this is a serious problem requiring serious attention — has been largely abandoned by black progressive leadership. Only 33% of black adults are married, compared to 48% of Hispanics, 57% of whites, and 63% of Asians. • The Second Wave Feminism Argument: Squires’ Most Contested Claim: Squires devotes an entire chapter to second wave feminism and its specific damage in black communities. His top-line claim: that second wave feminism — from Betty Friedan’s characterisation of the suburban home as a “comfortable concentration camp”, to Gloria Steinem’s description of married women as “hostesses” — taught women that femininity was weak, masculinity was toxic, marriage was oppressive, the home was a prison, and children a burden. He is careful to distinguish this from the franchise and access to credit. He argues this ideological framework did particular damage in communities where family structures had already been weakened by slavery and segregation. • The Success Sequence: Finish School, Get a Job, Get Married, Then Have Children: Squires’ prescribed alternative to the cultural norms he critiques: the “success sequence,” a term drawn from social science research. If you finish high school, get a job, get married, and then have children — in that order — your chances of living in poverty are in the single digits, approximately 3%. His slogan: give her a ring before she gives you a baby. He advocates for government awareness campaigns in cities like Baltimore, Memphis, and Detroit, but argues that 90% of the required change has to happen in the culture, led by black institutions: the black church, HBCUs, and black media. • Black Leadership’s Failure: Far More Invested in the White House Than the Black Family: Squires’ sharpest political observation: black progressive leaders today are, in his view, far more invested in retaking the White House than rebuilding the black family. He argues that the institutions of black civil society — the church, the HBCU, the cultural and media establishment — have collectively failed to make family formation a priority, and that this failure is traceable to an ideological commitment to progressive politics that makes marriage advocacy feel retrograde. He does not spare conservatives: the government policies of the right have often failed black families too. • Advice to Ambitious Black Women: The Cornerstone vs the Capstone Marriage: Andrew asks what Squires would say to a highly ambitious young black woman. His answer: he would give it “in a fatherly tone.” Women, he argues, naturally seek partners who match or exceed their social status — a Bloomberg analysis of married couples by occupation confirmed this. The higher a woman’s earnings, the smaller her pool of eligible partners. His recommendation: prioritise marriage earlier rather than later. The median age of first marriage in 1980 was 24 for men and 22 for women; today it is 31 and 29. He distinguishes between the “cornerstone marriage” — where two people build together from a young age — and the “capstone marriage,” where people wait until all individual goals are achieved, often leaving the biological clock behind. About the Guest Delano Squires is the director of the Richard and Helen DeVos Center for Human Flourishing at the Heritage Foundation, where he studies the impact of marriage and family structure on social outcomes. He worked for fifteen years in local government in Washington, D.C. before joining Heritage. He is the author of The Vanishing Black Family: How Welfare and Feminism Made Marriage Optional and Children Vulnerable (Sentinel/Penguin Random House, June 16, 2026). His writing has appeared in the New York Post, Newsweek, National Review, and Compact. References: • The Vanishing Black Family: How Welfare and Feminism Made Marriage Optional and Children Vulnerable by Delano Squires (Sentinel/Penguin Random House, June 16, 2026). • Daniel Patrick Moynihan, The Negro Family: The Case for National Action (1965) — the foundational text Squires explicitly updates. • Betty Friedan, The Feminine Mystique (1963) — referenced extensively in Squires’ chapter on second wave feminism. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting dail...

“As early as 1805, you had orators getting up there — barely twenty years after American independence was recognised by Great Britain — saying: the Republic is over. We’ve had it. So there is a tradition of calling it the end times.” — Nathan Perl-Rosenthal It’s less than three weeks until America’s big birthday bash. But what exactly will be celebrated this 250th Independence Day? In The Long Revolution: Creating a United States After 1776, the historian Nathan Perl-Rosenthal read some 2,500 July 4 orations delivered in the hundred years after independence. And what he found is that most Americans didn’t believe that the revolution was really over. Orators often unfavourably compared the American Revolution to the French, Spanish American, and European revolutions of 1830 and 1848. They argued bitterly about slavery. As late as the 1870s, leading orators were insisting that the revolution was unfinished because the truths of the Declaration of Independence had not yet been fully worked out. Fast forward to 2026 and Perl-Rosenthal suggests a return to the kind of sustained public dialogue that the oratorical tradition once represented. So put down your smartphones on July 4 and tell the world where America currently is and where it should go. The act of oration, Perl-Rosenthal suggests, is not just a civic act, but essential to the country’s long revolutionary tradition. So happy birthday America. And many many more. Five Takeaways • 100,000 Orations: The Archive Nobody Knew About: In the first century after independence, an estimated 100,000 July 4 orations were delivered across the United States — roughly a thousand towns and villages, each holding an annual address for a hundred years. Of those, 2,500 survive in published form as pamphlets, now collected in a digital database at fourthofjulyorations.org. These are not peripheral documents. They were delivered by the most prominent public figures of their day — lawyers, clergymen, politicians — before large audiences. They are among the richest sources we have for what ordinary Americans actually thought about their revolution and their republic. • The Revolution Was Ongoing: Most Orators Believed This Well Into the 1870s: The single most striking finding of Perl-Rosenthal’s research: most orators, deep into the nineteenth century, did not regard the revolution as a completed historical event. They saw themselves not as commemorating it but as participating in it. As late as the 1870s, leading orators were insisting the revolution remained unfinished. One orator in Boston in 1870, in a debate about immigration policy and Chinese exclusion, argued that the revolution could not be over because the inalienable rights proclaimed in the Declaration had not yet been universally extended. The parallel to the immigration debates of 2026 is, Perl-Rosenthal suggests, striking. • The Orations Were Critical, Not Triumphalist: Perl-Rosenthal went into the archive expecting, as he puts it, “rah America.” He found something quite different. Many orators compared the American Revolution unfavourably to other revolutions: to the French in the 1790s, to Spanish American revolutions in the 1810s and 1820s, to the European revolutions of 1830 and 1848. The comparisons often did not flatter America. Wealthy Bostonians giving the prestigious Boston oration — one of the oldest and most prominent in the country — would argue explicitly that the founders had failed to deal with slavery. The critical tradition was mainstream, not marginal. • 1876 as the Turning Point: When the Tradition Died: The July 4 oration tradition effectively ended after 1876. That year, Congress for the first time asked towns and cities to deliver historical rather than political orations — accounts of local history rather than arguments about the present. A tenfold increase in orations was followed by a rapid collapse of the tradition. The shift was significant: from argument to commemoration, from an ongoing political conversation to a museum piece. The practice of serious sustained public political dialogue — an hour or more, in public, about the state of the republic — has not recovered. • A Low, Dishonest Period: What the Tradition Offers Now: Mark Lilla’s blurb: “a low, dishonest period in our history. This surprisingly timely book reminds us of our responsibilities.” Perl-Rosenthal is not catastrophist about the current moment — he notes that orators were calling it the end times as early as 1805. But he is clear about what is missing: a forum for sustained public argument about where America is and where it should go. The smartphone generation, he acknowledges, is unlikely to sit through an hour-long oration. That, he suggests, is precisely the problem. About the Guest Nathan Perl-Rosenthal is a professor of history, French and Italian, and law at the University of Southern California. He has been a fellow at Harvard and Cambridge. He is the author of The Long Revolution: Creating a United States After 1776 (Basic Books, June 2, 2026), Citizen Sailors: Becoming American in the Age of Revolution (Belknap/Harvard), and The Age of Revolutions. His writing has appeared in The Wall Street Journal, The Atlantic, The Nation, and the Los Angeles Times. He lives in Los Angeles and Cambridge, Massachusetts. References: • The Long Revolution: Creating a United States After 1776 by Nathan Perl-Rosenthal (Basic Books, June 2, 2026). • fourthofjulyorations.org — the digital database of 2,500 published July 4 orations referenced throughout. • Eric Foner — Perl-Rosenthal’s dissertation adviser at Columbia, referenced as still giving July 4 orations in his Connecticut town. • Mark Lilla — referenced for his blurb: “a low, dishonest period in our history. This surprisingly timely book reminds us of our responsibilities.” About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 2,900 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. Website

“We are all in the gutter, but some of us are looking at the stars,” Oscar Wilde wrote in his 1892 play Lady Windermere’s Fan. This week, Elon Musk managed — not for the first time — to be simultaneously in the stars and the gutter. SpaceX’s IPO valued his rocket company at $2 trillion — making Musk, officially, a trillionaire, the richest person in the world by a very large margin. The space Musk — the defiant genius who bet everything on a reusable rocket and the promise of a cosmic monopoly — is astonishing. The Wall Street Journal called the IPO a Goldilocks debut with Musk starring as the three bears. But there is another Musk — the one in the gutter, promoting white nationalist violence from his platform on X. This week Musk not only stoked the anti-immigrant riots in Belfast but reiterated his support for the English white supremacist gangster Tommy Robinson. So is this another Strange Case of Dr Jekyll and Mr Hyde, Robert Louis Stevenson’s 1886 novella? Keith Teare, publisher of That Was the Week, certainly thinks so. While Keith is in awe of Musk’s entrepreneurial genius at SpaceX, he seems to excuse Musk’s support for Tommy Robinson’s paramilitarism. “I’m not even sure I like him,” Keith confesses in his musings on “civilisation.” Nor do the rest of us. But I wonder if this good/bad Elon narrative is too convenient. There is an uncomfortable symbiosis between Musk’s journey to SpaceX and to white nationalist violence. For all the utopian cornucopia of space, our earthly reality is one of scarce land and fear of immigrants — Trump, Tommy Robinson, and this weekend’s Swiss referendum on capping its population at 10 million. For all the Muskian promise of cosmic abundance, today’s Muskian politics is paranoid and exclusionary. So maybe it’s not just Elon. Everyone these days is simultaneously in the gutter and looking up at the stars. Five Takeaways • SpaceX: From El Segundo Warehouse to $2 Trillion Juggernaut: SpaceX is 25 years old. It started in a warehouse near Los Angeles, in an area with a concentration of rocket scientists. Musk bet almost all of his Tesla gains on the idea of a reusable rocket — and nearly lost everything. Then a rocket worked. Since then: iterative improvement, the rockets getting bigger and more reliable, a virtual global monopoly on delivering payloads to space, Starlink (satellite internet that actually works at gigabit speeds), and NASA subcontracting its launches. Now: $2 trillion at IPO, Musk a trillionaire. Wall-to-wall applause from the startup world. Wall-to-wall pylon on social media. Both simultaneously true. • The Grimace vs the Applause: Andrew vs Keith’s Media Diet: Keith says most commentators are grimacing at the valuation and Musk’s net worth. Andrew says the serious press — the Wall Street Journal, even the New York Times — is largely applauding. The exchange reveals the media bifurcation: mainstream outlets cover the achievement; social media — X, Facebook, LinkedIn — is wall-to-wall outrage about a trillionaire in a world of growing inequality. Keith’s verdict on Musk: he doesn’t care whether people like him. Neither, in Keith’s view, should we. You judge him not on likability but on criteria: civilization or net worth. Different criteria, different judgment. • California and Europe: The Failure of Government: Fareed Zakaria in the Washington Post: California is a case study in failed government. Andrew had Jonathan Weber on the show this week — City on the Edge, the historic dysfunctionality of San Francisco city government. Fukuyama is trying to be optimistic about Europe’s liberal future. Keith’s counter: Fukuyama ignores the structural problem — top-heavy EU bureaucracy that overrides countries, producing dislike of the EU in every European nation, even France, which built it. Populism, Keith argues, is not the disease. It’s the symptom. The disease is twenty years of bad policy. • Bernie Sanders Finally Had an Insight: The Sovereign Wealth Fund: Sanders has proposed a sovereign wealth fund owning 50% of all high-growth AI companies, giving every citizen ownership shares. Keith, who last week said 50% wasn’t enough, this week credits it as the first genuine insight Sanders has had. The kicker: David Sacks — arch right-winger, former PayPal Mafia, Andreessen Horowitz — agreed on his podcast and said it should be 75%. Keith’s observation: when David Sacks and Bernie Sanders can agree on the direction, left-right labels stop helping. The question is just how to make capitalism’s gains flow to everyone. • Planning Beats Complaint: Keith’s editorial closer. The choice is not between liking Musk and hating Musk, not between celebrating SpaceX and resenting its valuation. The choice is between complaining and planning. John O’Farrell, former general partner at Andreessen Horowitz, resigned and wrote an op-ed in the New York Times: “We can’t let my former venture capital colleagues buy off democracy.” Gary Tan organised an Asian-American reaction against San Francisco’s school board and won. Citizens who act beat citizens who complain. That’s the week’s lesson. That’s Keith’s lesson. Andrew is away next week. About the Guest Keith Teare is a British-American entrepreneur, investor, and publisher of the That Was the Week newsletter. He is a co-founder of TechCrunch and Andrew’s regular TWTW co-host. References: • That Was the Week by Keith Teare. • Fareed Zakaria, “How California Became a Case Study in Failed Government,” Washington Post — referenced in the conversation. • John O’Farrell, “We Can’t Let My Former Venture Capital Colleagues Buy Off Democracy,” New York Times — referenced in the conversation. • Francis Fukuyama on the liberal vision of Europe — referenced in the conversation. • Episode 2938: Jonathan Weber on City on the Edge — referenced at the opening. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 2,900 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTubeApple PodcastsSpotify Chapters: (00:31) - Introduction: SpaceX IPO, ...

“Power trumps money fundamentally. And I think we’ve seen the extent to which these companies are very subservient to the US government. Because the US government can break them in an instant.” — Jack Watling on whether Anthropic and OpenAI can become geopolitical players In Cormac McCarthy’s 2005 novel No Country for Old Men, an ageing Texas sheriff finds himself outmatched by a killer operating by a logic the old rules can’t contain. It’s the story of a man shaped by one world, and then trying to operate in an entirely different system. That’s also the situation facing many statesmen today who are having to operate in an international system where the old rules no longer apply. The British military strategist Jack Watling argues in his new book Statecraft: The New Rules of Power in a Divided World that we have moved from a monopolar world to one of intensely multipolar competition where adversaries can subvert all the premises of another state’s strategy. These disruptive rules of the 21st century multipolar international system aren’t entirely new. There are, for example, eerie similarities with the chaotically multipolar system that led to the First World War. But they are new to the leaders who have to apply them. So, for example, they are having to deal with Vladimir Putin who is locked into an eighth-century Orthodox Holy Russian Empire fantasy. Or with the impulsive and disruptive Donald Trump whose only goal, it sometimes seems, is to subvert all the rules of the old world. These are Jack Watling’s new rules of power in a divided world. New statecraft for old men. Or maybe old statecraft for new men. Five Takeaways • The Rules Are New to the Leaders, Not the World: Watling’s thesis: many of the principles in his book are old, as a historian he knows that. But they are new to the current crop of political leaders because they were formed in a monopolar world where America had primacy, crises were resolved, and the status quo was restored. We are now in a period of intense interstate competition where changes are permanent — the interventions that are being made fundamentally shift the trend. That does require a new way of thinking. The tragedy is that the leaders who most need to think in new ways — Putin and Trump in particular — are the least capable of it. • Putin vs Trump: Two Different Kinds of Fallibility: Putin has locked himself into a rubric of looking at the world through the lens of the Orthodox Holy Russian Empire — a framework that doesn’t align with how anyone else reads the map. He’s not a pragmatic dealmaker; when you get him to the table, as Trump found in Alaska, he starts referring back to the eighth century. Trump is very different: much less cautious, much more impulsive, skilled at making the conversation happen on his terms by disrupting everything around him. The problem with impulsive rather than deliberate is that he has no clear idea of where he wants to get to. Both fallible. Neither predictable. • The WWI Parallel: Over By Christmas: Watling’s most sobering analogy: when we look at 1914, nobody thought it would become what it became. The assumption was over by Christmas. It grew out of any capacity to control it. Today, the rules between the great powers don’t reflect where power actually sits. The capacity for a conflagration — Taiwan being the obvious tipping point — to suddenly trigger a series of escalations around the world is very real. We have to be cognisant that risk is latent in the system. The outcome we most wish to avoid is also the most mutually calamitous one. That’s not a guarantee it won’t happen. • Power Trumps Money — Even Trumpian Power Trumps Trumpian Money: Andrew asks whether Anthropic and OpenAI could become geopolitical players — more powerful than middle powers like Brazil or Japan. Watling’s answer: no. Russian oligarchs made this mistake in the 1990s. They thought that because they had huge amounts of money and controlled valuable resources they could play geopolitically. They were very quickly subsumed by the state. These tech companies are very subservient to the US government, which can break them in an instant. The pun lands perfectly: even Trumpian power trumps Trumpian money. • How Smaller States Build Leverage: Stay Off the Menu: One of the book’s central arguments: how do smaller states shape world events when dwarfed by superpowers? Watling’s answer: leverage is not just military. It is economic, informational, reputational. The UK spends billions on aircraft carriers it struggles to support at sea — a good illustration of how a state can mistake the form of power for its substance. Smaller states that build genuine leverage — through control of chokepoints, indispensable relationships, asymmetric capabilities — can stay off the menu even in a world dominated by great powers. That requires statecraft. Not just military spending. About the Guest Jack Watling is Senior Research Fellow for Land Warfare at the Royal United Services Institute (RUSI) in London. He works closely with the British, Ukrainian, and American military and advises governments on security and strategy. He was formerly a Global Fellow at the Wilson Center in Washington, D.C. He is the author of Statecraft: The New Rules of Power in a Divided World (Pan Macmillan, 2026) and The Arms of the Future: Technology and Close Combat in the Twenty-First Century. Originally a journalist, he has contributed to Reuters, The Atlantic, Foreign Policy, and The Guardian. References: • Statecraft: The New Rules of Power in a Divided World by Jack Watling (Pan Macmillan, 2026). • Episode 2935: Michael Mandelbaum on The American Way of Foreign Policy — referenced in the conversation. • RUSI (Royal United Services Institute), Whitehall, London — Watling’s institutional base. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 2,900 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTubeApple Podcasts

“That’s not the America that I believed in and that I chose to merge my fate with.” — David Frum on Trump’s predatory foreign policy What does it mean to be an American? It’s a slippery question — especially for those of us born outside the United States. Take, for example, David Frum, the Toronto-born writer and Presidential speechwriter who coined the phrase “Axis of Evil” in 2002. Back then, it included Iran, Iraq and North Korea. Today, one wonders if Frum, who has written two powerful jeremiads about Donald Trump, would include what he calls this "fascoid" in this exclusive club. Frum still lives part of the year on Loyalist Parkway in Ontario — a road honouring British troops fleeing the American Revolution. From his deck, what remains of the Canadian in Frum gazes across Lake Ontario at the American shore. The lights on the other side of the lake, he admits, are more glittering. But unlike Nick Carraway in his favourite American novel The Great Gatsby, David Frum isn’t seduced by all that glitters. Carraway, Frum says, is an unreliable narrator impressed by the gangster glamour of Jay Gatsby. But Gatsby, like Donald Trump, Frum reminds us, is a criminal. And Gatsby, perhaps also like Trump, is at least part of the answer of what it means to be an American. Five Takeaways • Loyalist Parkway: Canada as the Product of the American Revolution: Frum spends part of the year on Loyalist Parkway in Ontario — a road named for the refugees who fled the American Revolution northward and settled across Lake Ontario. Canada, in his telling, is the product of what he calls the American civil war that nobody calls that: the revolution of 1776. It was, for the Loyalists, a shattering loss. From his house, he looks across the lake at the American shore. There is something brighter there, more glittering, more charged. That particular Canadian vantage point — attracted to and slightly outside of America — is where Frum and Zakaria both live. • Predatory America: Trump vs the American Tradition: America is currently at war with Iran. Trump’s stated aim, in Frum’s analysis, is purely predatory — to take Iran’s oil, enrich the United States by impoverishing Iranians, plunder like a bandit. He compares this to Trump’s Venezuela policy. Frum’s verdict: that is a president against the American tradition. George W. Bush — whatever the failures of the Iraq war — went to Iraq to overthrow a dictatorship and bring a better future. He went in the name of American ideals. Trump invokes no ideals. He just wants the oil. • The Axis of Evil Defence: Andrew raises the uncomfortable parallel: Frum coined “axis of evil,” worked for Bush, helped set the fuse for the wars that led, arguably, to the current moment. Frum’s defence is structural. The Iraq war of 2003 was the continuation of a conflict that began when Saddam Hussein invaded Kuwait in 1990. Bill Clinton nearly returned to war with Iraq in 1994 and struck it in 1998, for the same reason: Iraq’s violation of the 1991 armistice. Bush was following that path. He went to war in the name of ideals. He didn’t go to steal Iraq’s oil. That is the American tradition, even in failure. • Nick Carraway Is an Unreliable Narrator: The conversation’s most surprising section: Frum on The Great Gatsby. Nick Carraway, Frum argues, is not a reliable guide to Gatsby’s moral complexity. He is a narrator seduced by gangster glamour — who constructs moral explanations for an attraction he knows he shouldn’t feel. The tell: Nick is horrified by the glamour one night, then thrilled the next morning to fly in Gatsby’s private seaplane. Gatsby is a criminal. And Gatsby is, for Fitzgerald, a symbol of America: a self-invented person with a fabricated backstory, living on bootlegging and organised crime, staring across the water at a green light he can never reach. • Looking Across the Lake: The Canadian Analyst of American Life: Frum’s closing meditation: there is something about knowing America from the inside, but there is also something valuable about the critical distance of the outsider. He looks across Lake Ontario at the American shore from which the Loyalists fled — the shore they looked back at because there was something magical on the other side. Fareed Zakaria looks across the Atlantic from India. Both naturalized citizens brought to America by an idea of what it was. Both rethinking that idea now. Frum’s plan for July 4: sitting on his deck in Ontario, looking across the water, wishing well to American democracy. About the Guest David Frum is a senior editor at The Atlantic and the host of The David Frum Show. He was a speechwriter and special assistant to President George W. Bush in 2001–2002. He is the author of Trumpocracy: The Corruption of the American Republic (HarperCollins, 2018) and Trumpocalypse: Restoring American Democracy (HarperCollins, 2020). He lives in Washington, D.C. and Wellington, Ontario. He is working on a memoir. References: • The David Frum Show — Frum’s show at The Atlantic, where his interview with Fareed Zakaria is referenced at the opening. • The Great Gatsby by F. Scott Fitzgerald — the central text of the conversation’s second half. • Trumpocracy: The Corruption of the American Republic by David Frum (HarperCollins, 2018). • Trumpocalypse: Restoring American Democracy by David Frum (HarperCollins, 2020). • Loyalist Parkway, Ontario — the road where Frum lives part of the year, named for the refugees from the American Revolution. About Keen On America Nobody asks more awkward questions than the Anglo-American writer and filmmaker Andrew Keen. In Keen On America, Andrew brings his pointed Transatlantic wit to making sense of the United States — hosting daily interviews about the history and future of this now venerable Republic. With nearly 2,900 episodes since the show launched on TechCrunch in 2010, Keen On America is the most prolific intellectual interview show in the history of podcasting. WebsiteSubstackYouTubeApple PodcastsSpotify Chapters: