Jason Calacanis
Jason Calacanis is an entrepreneur, angel investor, author, and podcaster best known as the host of This Week in Startups and co-host of All-In. His work centers on startup investing, technology, markets, and interviews with founders, operators, investors, and innovators.
SpaceX, Anthropic, and Iran Test the Case Against Centralized Power
The All-In panel uses a week of fights over welfare, SpaceX, Anthropic and Iran to argue over who should hold power when risk is high: markets and individuals, or political and corporate gatekeepers. David Friedberg, David Sacks and Chamath Palihapitiya cast much of the discussion as a warning against centralization, from benefit systems that can weaken agency to AI safety regimes that could hand control to governments and hyperscalers. Jason Calacanis shares parts of that concern but presses the practical tensions, especially in the Anthropic dispute and in Trump’s Iran memorandum, where he questions whether the war that produced a possible deal was necessary.
GRU Space Plans Lunar-Regolith Bricks as the First Step Toward a Moon Hotel
On This Week in Startups, GRU Space founder Skyler Chan argues that a Moon hotel is the first commercial wedge for a larger off-Earth manufacturing business: using lunar regolith to make construction materials rather than shipping them from Earth. Chan lays out a plan to prove the technology by making a brick on the Moon, then scale toward robotic habitats, NASA construction work, space tourism and eventual claims on lunar resources. The same episode turns to Anthropic’s forced shutdown of Fable 5 and Mythos 5, which Jason Calacanis and Lon Harris frame as a warning that frontier capabilities can be cut off before law, politics and operating norms have settled.
GRU Space’s Moon Hotel Depends on Turning Lunar Dirt Into Infrastructure
Skyler Chan of GRU Space argues that the company’s proposed lunar hotel is less a tourism stunt than a test case for building infrastructure from the moon itself. In an interview with Jason Calacanis and Lon Harris, Chan said GRU’s core bet is that concentrated sunlight can melt lunar regolith into durable building material, reducing the need to haul construction supplies from Earth; the episode also used a contested rumor about Anthropic to examine how closely frontier AI labs are becoming tied to U.S. national-security institutions.
Anthropic’s Fable Backlash Exposes the Risk of Hidden AI Gatekeeping
The All-In panel argues that Anthropic’s handling of Claude Fable 5 turned AI safety into an enterprise trust problem, with Jason Calacanis, Chamath Palihapitiya, David Sacks and David Friedberg focusing on hidden downgrades, prompt retention and a provider’s power to decide who receives full model capability. The same concern over opaque discretion shaped their California election discussion, where Friedberg and Sacks argued that legal ballot rules can still produce outcomes voters view as manipulated, while Calacanis called for investigation rather than treating suspicious statistics as proof of fraud.
SpaceX’s IPO Forces Public Markets to Price a Venture-Scale Future
Jason Calacanis used SpaceX’s reported IPO to argue that public markets will misread the company if they treat it only as a near-term earnings story. On This Week in Startups, he framed SpaceX as part operating business and part venture bet: Starlink and launch can be measured today, while direct-to-phone service, orbital data centers, Moon bases and Mars remain longer-horizon wagers on Elon Musk’s execution. The episode then turned to Polsia founder Ben Cera, whose AI-run fundraising stunt was presented as a case study in attention that demonstrates the product rather than merely promoting it.
Brilliant’s Koji Uses AI to Make Students Solve Problems Themselves
Brilliant founder Sue Khim tells This Week in Startups that the company’s new AI tutor, Koji, is built to counter the education use case parents fear most: software that gives students answers while eroding their ability to think. Khim argues the opportunity is not generic AI in the classroom, but a constrained tutor embedded in Brilliant’s lessons that uses Socratic prompting, visual scaffolding, and assessment to help students solve problems themselves. Jason Calacanis frames the same idea more broadly, saying AI is useful when it strengthens the person doing the work rather than replacing the work.
AI Compresses Years of Software Vulnerability Discovery Into Weeks
Palo Alto Networks chief executive Nikesh Arora told the All-In podcast that AI has changed cybersecurity by making years of latent software vulnerabilities discoverable in weeks. After testing Anthropic’s Claude Mythos against Palo Alto’s own code, Arora said the company found flaws that would normally have taken five to seven years to identify, raising the stakes for enterprises with weaker defenses. His broader argument was that AI will erode analytical SaaS while increasing the value of data infrastructure, workflow redesign and security systems that can make model outputs reliable enough for production.
Private-Company Secondaries Hit $248 Billion as IPO Alternatives Grow
Brad Gerstner, Gavin Baker and Kelly Rodriques argue on an All-In secondary-markets panel that private-company share trading has moved from a workaround for employees and early investors into a major exit route competing with IPOs and acquisitions. Their case is that companies are staying private long enough to create a structural liquidity problem for employees, venture funds and LPs, while platforms such as Forge are trying to turn that demand into permissioned market infrastructure. The panel also warns that broader access does not make late-stage private shares cheap, especially in famous AI, space and defense names.
Sanders’ 50% AI Stock Plan Turns Training Data Into a Political Fight
Jason Calacanis argued that Anthropic’s call for an AI slowdown and Bernie Sanders’ proposal for public ownership of major AI companies show AI politics moving toward jobs, ownership and redistribution. He dismissed Sanders’ 50% stock-tax plan as unworkable but said its premise could resonate with voters who believe AI companies built enormous value from public and creative inputs while threatening employment. Yoland Yan’s ComfyUI demo supplied the production-layer version of the same control question, presenting generative AI as a workflow where exposed parameters and reproducibility matter more than prompt-box convenience.
Tech Founders Argue IPOs Can Create More Upside After Listing
At an All-In Liquidity IPO panel, Altimeter’s Brad Gerstner, Cerebras chief executive Andrew Feldman and Planet Labs chief executive Will Marshall made the case that public markets are again becoming a place where venture-backed technology companies can compound, not merely exit. Gerstner argued that investors often give up large gains by forcing distributions after an IPO, while Feldman said more money is historically made after companies go public than before. Marshall and Feldman also described the IPO less as an operating transformation than as a change in capital, credibility and scrutiny, with execution still determining whether the listing creates lasting value.
Short Selling Returns as Stock Selection Replaces Broad Market Bets
Dan Loeb, founder of Third Point, argues that markets have moved back toward stock picking and short selling, but not in the simple sense of betting against expensive companies. In an All-In interview, he says the useful short now requires a clear mechanism of deterioration, while long investing increasingly depends on understanding technology, business durability, management adaptability and the limits of old market-cap assumptions. Loeb presents Third Point’s evolution as an accumulation of tools: event-driven investing, activism, credit, venture-style technology work and a renewed need for selectivity.
Startups Build the Missing Logistics Layers for Orbit and Construction Sites
Impulse Space and Dusty Robotics are making the same kind of bet in very different markets: that valuable infrastructure sits in the handoff after the headline platform has done its job. Tom Mueller argues Impulse is building the logistics layer after launch, with Mira serving government demand for orbital mobility and Helios aimed at faster, cheaper moves from low Earth orbit to GEO, while lunar and Mars payload gains sit inside his broader case for in-space transport. Tessa Lau argues Dusty is doing the analogous work in construction, turning digital plans into precise floor-printed instructions for trades, data center builders and eventually other job-site robots.
Ackman Says AI Threats Are Leaving Durable Incumbents Mispriced
Bill Ackman told the All-In hosts that Pershing Square’s investment filter has shifted toward durable business quality while remaining activist where influence can extend a company’s time horizon. He argued that AI has made disruption risk the first question for long-term investors, even as markets may be overlooking incumbents such as Microsoft, Meta and Amazon. Ackman also cast founder control, valuation discipline and permanent capital — including his Howard Hughes project — as ways to underwrite businesses through a period when public markets and CEOs are still working out AI’s practical effects.
OpenAI CFO Says Compute Scarcity Will Define Its Next Phase
OpenAI CFO Sarah Friar used an All-In interview to frame the company less as an IPO candidate chasing public-market timing than as an infrastructure-scale AI business trying to finance scarce compute, broaden distribution, and defend the intelligence layer between users and the underlying technology. Friar argued that OpenAI’s consumer and enterprise products are meant to compound off the same foundation, even as the company raises unprecedented capital, diversifies cloud and chip supply, and considers ads without letting sponsored results distort ChatGPT.
Frontier Hardware Startups Face Infrastructure Constraints Beyond the Demo
Cortical Labs and Pyka show how frontier hardware companies move from demonstration to deployable infrastructure. On This Week in Startups, Cortical founder Hon Weng Chong presents the CL1 as a programmable biological computer that packages lab-grown neurons, silicon hardware, life support and cloud tools, and says unpublished work shows neurons can be 5,000 times more sample-efficient than GPU-based reinforcement learning systems. Pyka chief executive Michael Norcia argues that autonomous aircraft face a different bottleneck: not whether they can fly, but whether regulation, uptime, maintenance and field deployment allow them to improve in real use.
AI Governance Fight Shifts to Centralization, Open Models, and Worker Agency
On All-In, Bill Gurley joined Jason Calacanis, David Sacks and Chamath Palihapitiya for a debate framed less around whether AI is powerful than around who will control it. The panel read Pope Leo XIV’s AI encyclical as a warning about concentrated power, but split over the remedy: Sacks argued government regulation could become the centralizing threat, while Gurley and others scrutinized Anthropic’s safety posture as either regulatory strategy or something closer to a belief in building a superior intelligence. Their practical conclusion was that open models, swappable systems and worker fluency are the main checks against AI power consolidating in a few labs or agencies.
Seed Founders Need 150 Qualified Investor Targets in 2026
Jason Calacanis uses a This Week in Startups “Ask Jason” segment to argue that raising a seed round in 2026 requires founders to treat fundraising as a qualified sales process, not a test of investor warmth. His benchmark is a large, researched funnel — about 150 seed funds contacted, 50 first meetings, 15 to 20 second meetings, and two term sheets — backed by more product and customer proof than early-stage companies once needed. He also argues that AI startups must build around workflow and distribution rather than generic model output, while hardware has become harder but more investable when it creates real lock-in.
Manna Bets Low-Cost Airline Economics Will Win Drone Delivery
Manna founder Bobby Healy tells This Week in Startups that drone delivery is becoming a low-cost operations business, not a novelty market, and argues his Dublin-based company can win by applying airline-style discipline to delivery networks. Healy says Manna’s 300,000 completed deliveries, claimed 97% Irish-weather availability and new $50 million Series B position it to expand in the U.S. as regulation opens up. Theseus co-founder Ian Laffey adds a defense-side version of the same argument from Kyiv: drone scale depends less on exotic aircraft than on cheap, reliable systems that can keep working when GPS and supply chains fail.
Software-Defined Factories Are Moving From Hypercars to Cruise Missiles
Lukas Czinger, chief executive of Divergent Technologies, argues on This Week in Startups that U.S. defense manufacturing can move faster and at lower cost if factories are treated as software-defined infrastructure rather than product-specific plants. The article also follows Brandon Goode and Mark Horowitz’s case for Outro Health: that antidepressant prescribing has scaled without an equally developed system for helping patients stop safely. Across the defense, healthcare and AI segments, the source frames the central problem as incentives — what existing systems pay companies to build, maintain or automate, and what they leave underbuilt.
AI Infrastructure Demand Is Becoming Revenue, Contracts, and Market Stress
Gavin Baker joined the All-In panel to argue that AI’s economics are becoming tangible: Anthropic’s reported profitability, surging LLM revenue, Nvidia’s results, and SpaceX’s compute contracts all point to infrastructure demand that is no longer speculative. The group framed SpaceX’s potential $2 trillion valuation as a bet on Starlink, launch, and AI compute rather than current earnings, while Baker defended Nvidia against share-loss and GPU-useful-life bear cases. The counterweight was political and macro risk: public backlash to AI, labor displacement, regulation, higher inflation, rising yields, and U.S.-China tension.
Divergent Says Software-Defined Factories Can Build Drones in 71 Days
Lukas Czinger, co-founder of Divergent Technologies, argues that the bottleneck in defense hardware is not design but the tooling and fixed production lines that make iteration slow once a product leaves prototype. In a livestream interview, he said Divergent’s software-defined factory can move autonomous aircraft and other complex systems from digital design into production without rebuilding the supply chain around each change, citing a 71-day clean-sheet build of a flyable small uncrewed aircraft as proof of the model.
Kled Founder Alleges Luel Copied Its Human Data Marketplace
This Week in Startups put two founder arguments side by side: Mercury chief executive Immad Akhund said the fintech’s new $200mn round is meant to create strategic flexibility for a profitable company seeking a bank charter, while Kled founder Avi Patel argued that an alleged copycat in the human-data marketplace category threatens trust in a business built on consent and compliance. Jason Calacanis treated Patel’s dispute with Luel, Y Combinator and General Catalyst less as an intellectual-property case than as an ethics and diligence signal for investors.
Seed Investors Now Expect Product Velocity, Not Just a Pitch Deck
Jason Calacanis argues that early-stage founders now need customer evidence before they can credibly raise or scale. In a live response to founder questions, he says the 2024 seed bar has moved from a strong deck to real product velocity — including, for SaaS companies, roughly $10,000 in monthly recurring revenue — and that founders should keep sales founder-led until about $1 million in ARR rather than hiring a VP of Sales to learn the market for them.
Mercury’s OCC Charter Moves It From Fintech Toward Direct Banking
Mercury CEO Immad Akhund argues the company’s OCC charter approval moves it from a fintech dependent on partner banks toward a bank that can hold deposits and build lending products directly. His case is not just that Mercury has won new authority, but that startup banking requires a different risk model: venture-backed customers can move cash in and out together with the funding cycle. Kled founder Avi Patel separately describes his company’s data marketplace and says a competitor copied its frontend so directly that Kled’s API keys remained in the source code.
AI Backlash Reaches Commencement as Graduates Face a Reshaped Job Market
Jason Calacanis and Alex Wilhelm argue that the boos greeting pro-AI commencement speeches are a visible sign of AI’s legitimacy problem with new graduates entering the workforce. On This Week in Startups, they frame the reaction less as technophobia than as distrust: students have already seen AI weaken academic norms, threaten entry-level work, concentrate wealth around frontier labs, and expand systems of surveillance and data capture. Their discussion returns to a central question: whether workers, founders, consumers, and citizens have any meaningful control over the AI systems now reshaping their choices.
Economic Entanglement, Not Decoupling, Defines the New China Bargain
Salesforce CEO Marc Benioff joined the All-In hosts for a discussion that framed U.S.-China relations, enterprise AI, and the software selloff around the same question: when dependence is a stabilizer and when it becomes leverage. Benioff argued that more trade with China can lower conflict risk and that large software platforms remain valuable because AI still needs trusted customer data, cash-flowing distribution, and enterprise deployment. David Friedberg, Chamath Palihapitiya, and Jason Calacanis extended the argument across Taiwan, chips, AI assistants, El Niño-driven food risk, and private-market SPVs, where interconnection can either absorb shocks or transmit them.
Self-Driving Startups Shift From Science Risk to OEM Deployment
Wayve chief executive Alex Kendall and Waabi chief executive Raquel Urtasun argue that self-driving has moved from a basic research problem to an execution problem built around end-to-end AI, world models, OEM partnerships and deployment economics. In this This Week in Startups discussion, Kendall makes the case for licensing Wayve’s “intelligence layer” across consumer vehicles and robotaxis, while Urtasun says Waabi’s L4-native Driver-as-a-Service model can scale first through trucking and then robotaxis. Both reject the idea that autonomy is simply solved, but they present the remaining challenge as integration, validation, regulation and commercialization rather than a missing scientific breakthrough.
AI Is Forcing Startups to Return Capital or Rebuild Around Agents
AI is forcing founders and investors to make decisions faster than venture’s last cycle assumed they would have to, Jason Calacanis, Alex Wilhelm, Jenny Fielding, Dave McClure and Sam Lessin argue on This Week in Startups. Fielding’s example is a legal-tech founder who raised a $15mn Series A and, six months later, planned to return the money because he believed Claude and other models could erode the company’s long-term value. The same pressure is showing up in private markets, where demand for exposure to OpenAI and Anthropic is straining company controls over secondary sales, SPVs and liquidity.
Cerebras’s Higher IPO Range Tests AI Infrastructure Demand
Alex Wilhelm and Jason Calacanis treat Cerebras’s raised IPO range as a test of how much public investors will pay for future AI inference demand and the quality of contracts with customers such as OpenAI. Ori Goshen makes a parallel case that enterprise AI’s hard problem is no longer choosing one model, but routing work across models, tools and inference strategies for cost, latency and accuracy. Across OpenAI’s deployment spinout, AI21’s orchestration pitch, Magrathea Metals’ brine-based magnesium plan and OpenClaw’s fading momentum, the article frames deployment as a question of incentives, constraints and where the bottleneck actually sits.
Los Angeles Must Restore Law Enforcement Before It Can Rebuild
Spencer Pratt frames his Los Angeles mayoral run as a response to basic government failure, beginning with the Palisades fire that destroyed his home. He argues that Los Angeles stopped doing core public work — enforcing laws, preparing for fires, tracking public money and approving building — and says recovery depends first on public-safety enforcement, audits of institutions spending taxpayer funds and replacing bureaucratic discretion with accountable management.
SpaceX-Anthropic Deal Highlights Compute as AI’s Revenue Bottleneck
The All-In panel used SpaceX’s compute deal with Anthropic to argue that frontier AI is now being constrained less by demand than by access to power, GPUs and data-center capacity. David Sacks warned that Anthropic’s reported revenue trajectory could make it a historic monopoly if sustained, while Brad Gerstner pushed back that the market is still too early and competitive for pre-emptive regulation. The discussion turned on whether AI safety concerns justify coordination with government or risk becoming an “FDA for AI,” and whether the AI boom will ultimately show up as measurable productivity and profit for customers buying tokens.