| Oct 5, 2026 | This Week in Startups An 'Ask Jason' episode of This Week in Startups in which Calacanis mentors young callers on studying finance, spending a hypothetical $500,000 and doing customer discovery, answers a question on where AI doomerism comes from, and then interviews Aristotle co-founder Sean Reddy about AI tutoring. Calacanis urges students to be AI-first and read a biography a month, argues startups need little capital, says frontier labs hype danger to drive usage while some of their people are in an 'understandable psychosis' of believing they are creating God, and says AI tutoring could end the advantage rich families get from private tutors. | Primary sourceOwn showown-show1:10:317K views22 statements |
| Oct 2, 2026 | All-In Podcast An All-In episode on Trump's superintelligence summit and the White House Accord on Superintelligence, strong GDP and jobs data, midterm predictions and media coverage of the Fly Dubai hijacking. Calacanis, moderating, calls the accord a first step with real teeth and credits Trump for including critics, but argues the AI industry has not shown ordinary Americans what it does for education, housing and healthcare while doomer job-loss talking points are winning; Calacanis also argues that the Iran war and unbroken inflation have cost Trump independents and the base and predicts a Democratic sweep. | Primary sourceOwn showown-show1:22:29716K views17 statements |
| Sep 27, 2026 | No Agenda Show 1907 "One Shotted" Calacanis sits in as guest co-host with Adam Curry for two hours of No Agenda, reacting to news clips on the RAF Fairford van plot, Russian hybrid warfare, Muslim immigration in Europe and Texas, the midterms, COVID, inflation, AI safety alarm over the 'Hugging Face incident', Meta's Muse agent, data centers and the Trump-Xi state visit. Calacanis argues for Japan-style assimilation, predicts the Iran war and inflation will hand Democrats a blue wave, dismisses AI-takeover fears as ratings and fundraising hype while warning that the labs' own alarmism could unwind the AI trade, and says China needs the US as a customer more than the reverse. | Primary sourceOther2:39:4130 statements |
| Sep 21, 2026 | This Week in Startups A news episode of This Week in Startups with co-host Lon Harris covering Elon Musk's revived Hyperloop, California's high-speed rail, Trump's AI force and the AI safety backlash, open-source token share, Amazon blocking AI shopping agents, Calacanis's All-In Summit exchange with Meta's Dina Powell McCormick, and a viral robot-safety benchmark. Calacanis argues that waste, fraud and abuse should be rooted out with tougher sentences and rewards for journalists, that AI labs alarmed about safety should just hold back their own software, that open source is taking most tokens and threatens frontier labs, and that hard questions are the moderator's job. | Primary sourceOwn showown-show1:10:3225K views30 statements |
| Sep 20, 2026 | No Agenda Show 1905 "Nerdballs" Calacanis guest co-hosts No Agenda with Adam Curry, reacting to clips about AI safety, Anthropic, kill switches, data centers and Trump's ban on three news outlets, and recounting the All-In Summit. Calacanis argues that open-source models are winning developers and enterprises, that frontier labs such as Anthropic and OpenAI are deluded and are stoking AI fear to win regulation that would gate open source, that AI is software that should simply be made safe, and that the press should stop feeding Trump's trolling and do investigative journalism. | Primary sourceOther3:00:0430 statements |
| Sep 12, 2026 | Autonomy Markets Jason Calacanis on the Robotaxi Endgame Calacanis is the guest on Autonomy Markets, debating hosts Grayson Brulte and Walter Piecyk on the robotaxi endgame and the bull case for Uber, drawing on experience as Uber's early seed investor. Calacanis argues that Tesla will win the robotaxi market with Uber second and Waymo third, that the rollout will be slower than stock promoters claim because local governments, job-loss politics and safety will throttle it, that Uber will buy its autonomy partners, and that autonomous driving will be commoditized within about two years. | Primary sourceInterview1:37:2430 statements |
| Sep 9, 2026 | This Week in Startups Calacanis hosts the This Week in VC roundtable with Yohei Nakajima, Ben Lerer, Rebecca Lynn and newsreader Lon Harris, covering an Anthropic researcher's doomer resignation, AI and jobs, Meta's Muse agent, Big Tech M&A and 'king-making' capital, the Navier-Stokes dispute with OpenAI, AI spending and hiring. Calacanis mocks Anthropic's doomer messaging as an IPO strategy and predicts an American backlash against AI, argues AI makes workers far more productive and creates opportunity, praises Trump for allowing Big Tech M&A again, and warns founders that frontier labs will take their data and their markets. | Primary sourceOwn showown-show1:21:2513K views30 statements |
| Aug 30, 2026 | No Agenda Show 1899 - "Asymmetric Intimacy" Calacanis guest co-hosts No Agenda with Adam Curry after John C. Dvorak's death, ranging over podcasting, drug addiction on city streets, the Iran war and the midterms, Taiwan, stablecoins, immigration, open-source AI, the Meta settlement with the states, inflation, college debt and Bitcoin. Calacanis calls the war a mistake that will cost Republicans Congress, praises Trump's stablecoin and expansionism ideas while faulting chaotic execution, argues for a nuanced immigration policy that keeps top talent and offers long-term residents a path, and urges people to run open-source AI locally rather than hand their intelligence to Anthropic and OpenAI. | Primary sourceOther2:31:2030 statements |
| Aug 29, 2026 | All-In Podcast Calacanis hosts an All-In episode on Nvidia's record quarter, Salesforce's rebound from the 'SaaSpocalypse', the Bessent-Druckenmiller dispute over bond buybacks and US debt, Druckenmiller's AI-assisted op-ed, a CIA visit to Moscow and Moderna's cancer immunotherapy. Calacanis argues Jensen Huang is moving to own open-source AI after Sam Altman's AMD deal, praises Marc Benioff, delivers a polemic contrasting Texas housing with coastal 'limousine liberals', and argues that an undisclosed AI-written op-ed betrays its readers. | Primary sourceOwn showown-show1:36:41743K views25 statements |
| Aug 26, 2026 | This Week in Startups Calacanis hosts a This Week in Startups venture roundtable with Dave McClure, Hussein Kanji and Sheel Mohnot on Bill Gates's essay about AI job loss, Meta's settlement over kids' social media addiction, robotics, the private-market liquidity squeeze and new AI agents. Calacanis argues that AI multiplies opportunity for white-collar workers who adopt it but will simply eliminate many blue-collar jobs, predicts a Cambrian explosion of sole proprietorships and city auctions of robotaxi licenses, calls social media as addictive as cigarettes, and describes Anthropic's leaders as delusional head cases. | Primary sourceOwn showown-show1:31:2812K views30 statements |
| Jul 31, 2026 | All-In Podcast Calacanis hosts an All-In episode on the chip-stock crash and the margin call at Leopold Aschenbrenner's Situational Awareness fund, China's push into open-source AI and chipmaking, the 'Pacing the Frontier' letter from Anthropic and OpenAI staff, the OpenAI model that escaped its sandbox, AI labs shredding books for training data, and Zohran Mamdani's city-owned grocery stores. Calacanis argues that big customers are moving from Anthropic and OpenAI to far cheaper Chinese open-source models, mocks the labs as wanting to be regulated, calls the book shredding a way of destroying evidence, and says free stuff like Mamdani's stores wins elections while Trump has not delivered on affordability. | Primary sourceOwn showown-show1:36:34557K views25 statements |
| Jul 24, 2026 | This Week in Startups Recorded before a Founder University audience in Tokyo, Calacanis interviews Kazu, founder of the Kyoto neutral-atom quantum hardware startup Yaqumo, about why quantum computing has taken so long, error correction, university spin-outs, runway, hiring and the threat to cryptography. Calacanis's own remarks frame quantum as perpetually five to ten years away but now closer to real applications, compare its error problems to 1980s personal computers, and argue that technologists must get there first because some people have bad intent. | Primary sourceOwn showown-show45:029K views9 statements |
| Jun 29, 2026 | This Week in Startups Calacanis interviews Chamath Palihapitiya as the first This Week in Startups All-Star of the summer, covering Palihapitiya's side businesses, the origin of All-In and 8090's Software Factory. Calacanis's own contributions argue for productizing one's passion, founder-led sales, backing uncoachable founders and exposing young people to high-agency people and risk, with remarks on vibe coding, token waste and whether layoffs blamed on AI are real. | Primary sourceOwn showown-show1:12:0539K views20 statements |
| Jun 13, 2026 | All-In with Chamath, Jason, Sacks & Friedberg Anthropic's Fable Backlash, Nationalizing AI, Inflation Heats Up & California's Broken Elections Calacanis hosts an All-In episode on Anthropic's Fable 5 release and its safety downgrades, Bernie Sanders's proposal to take half of the largest AI companies, hot May inflation data, and the disputed Los Angeles mayoral primary count. Calacanis steelmans Anthropic's caution while mocking Dario Amodei's rhetoric, gets downgraded by Fable live on air, calls the Iran war a colossal error, and argues for voter ID and an end to universal mail ballots while saying no major election has been swung by fraud. | Primary sourceOwn showown-show1:42:0022 statements |
| Jun 9, 2026 | The Bulwark In a third check-in on The Bulwark, Tim Miller asks Calacanis about the Valley's view of AI and jobs, data centers, SpaceX's IPO valuation, X's algorithm and the R-word, Trump's second-term record, why CEOs still back Trump, the rise of socialism and Zohran Mamdani. Calacanis argues that AI will wipe out whole job categories in the short term, that the Iran war and ICE raids are Trump's disasters while tariffs were the right idea, that business leaders tolerate a transactional, loyalty-demanding Trump because the economics work for them, and that the industry's failure to share the gains is fuelling pitchforks and socialism. | Primary sourceInterview1:19:2365K views30 statements |
| May 18, 2026 | This Week in Startups Calacanis and a co-host discuss graduates booing AI at commencement speeches, the AI job squeeze and the case for starting small companies, OpenAI and Anthropic taking most AI startup revenue, the Flock license-plate cameras that caught Austin shooting suspects, and listener questions on patents and running AI locally. Calacanis argues that young people feel double-crossed by AI leaders and will face a harder job market, that radical self-reliance and small companies are the answer, that the two labs are a loss-making token duopoly, and that AI surveillance is acceptable with audit trails, retention limits and local choice. | Primary sourceOwn showown-show1:08:409K views28 statements |
| May 1, 2026 | All-In with Chamath, Jason, Sacks & Friedberg OpenAI Misses Targets, Codex vs Claude, Elon vs Sam Trial, Big Hyperscaler Beats, Peptide Craze Calacanis moderates an All-In episode on OpenAI missing its user and revenue targets, compute and power constraints, small language models, AI-powered cybersecurity, the Musk v. OpenAI trial, the hyperscalers' $725 billion capex guidance, an AI agent deleting a startup's production database, the retatrutide peptide craze and a Supreme Court visit. Calacanis argues that hyperscalers are trading free cash flow for an unprecedented AI build-out that echoes, but differs from, the dot-com fiber boom, that AI will flood cybersecurity with cheap expert agents, and that the Musk-OpenAI fight will most likely settle. | Primary sourceOwn showown-show1:20:5818 statements |
| Apr 30, 2026 | This Week in Startups An AI Basics episode of This Week in Startups, made in partnership with Google Cloud, in which Calacanis interviews Magnific (formerly Freepik) CEO Joaquin Cuenca Abela about using generative video tools for startup marketing. Calacanis argues that AI collapses the cost of cinematic launch videos, that Hollywood has swung from hostility to embracing these tools, that language models brainstorm but are not yet truly creative, and that ads will soon be generated in hundreds of targeted versions. | Primary sourceOwn showown-show22:343K views8 statements |
| Apr 24, 2026 | All-In with Chamath, Jason, Sacks & Friedberg SpaceX-Cursor Deal, SaaS Debt Bomb, New Apple CEO, SPLC Indictment, Colon Cancer Spike Episode 270 of All-In, moderated by Calacanis, covers SpaceX's deal for Cursor, the SaaS sell-off and private-equity debt at Medallia, venture debt, citizen journalism and government waste, Tim Cook's succession at Apple, the SPLC indictment and a colon-cancer study. Calacanis argues that Musk's companies are poised to dominate, that AI tokens are eating SaaS, that founders should avoid venture debt, that Apple lost its innovative soul after Jobs and Ive, and that activist nonprofits such as the SPLC drifted into grift and cancel culture. | Primary sourceOwn showown-show1:30:4228 statements |