People

Jason Calacanis

Mentioned in 98 analyzed podcast episodes across 6 shows

He is a prominent podcast host and angel investor known for hosting "This Week in Startups" and co-hosting "All-In with Chamath, Jason, Sacks & Friedberg," where he discusses AI, startups, and tech policy. He actively invests in early-stage founders, recently implementing AI agents across his venture firm and podcast operations for productivity gains, and has launched a $1.5M fund for OpenClaw startups through his Launch accelerator. Podcasts frequently feature him discussing AI adoption, startup funding criteria, housing policy, and emerging technology trends.

Episode Appearances

All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Aug 13, 2026

Rahm Emanuel: Trump's Foreign Policy, China, Europe's Decline, Immigration & DSA vs Democrats

Co-host conducting the interview with Emanuel on foreign policy, immigration, and domestic economic policy.

U.S.-China economic and military competition strategyTaiwan invasion scenarios and deterrence optionsSouth China Sea territorial disputes and Philippines treaty obligations
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Aug 8, 2026

Google's AI Brain Drain, SpaceX's Huge Quarter, Airtable's 90% Collapse, US Data Fuels China AI

Lead host; argued open-source and Gemini will dominate AI by usage even if frontier models lead on revenue.

Google AI talent exodus and DeepMind leadership restructuringFrontier AI model market consolidation into Anthropic/OpenAI duopolySpaceX Q2 2025 earnings and Elon Web Services compute rental business
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This Week in Startups

This Week in Startups · Aug 5, 2026

Airtable's 80% off value crash: VCs explain why it's still a win | E2321

Host of the VC roundtable; angel investor in Robinhood and Micro One.

Airtable acquisition by Bending Spoons at 80% valuation discountSaaS valuation compression and zombie decacorn problemVenture capital secondary market strategies and DPI vs TVPI
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Aug 5, 2026

Saronic Founders: Autonomous Warships, China's 230X Advantage & Swarms of Robot Ships

Host conducting the interview, asking questions about autonomous naval strategy, China threat, and business model.

Autonomous surface vessel (ASV) rescue operations in contested environmentsUS-China shipbuilding capacity gap and naval fleet size disparityVertical integration strategy in defense manufacturing
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The AI Daily Brief: Artificial Intelligence News and Analysis

The AI Daily Brief: Artificial Intelligence News and Analysis · Aug 4, 2026

Why AI Washing Won’t Work Much Longer

Tweeted positively about Qwen's marketing, calling it 'world positive AI marketing' showing computers doing jobs for humans.

Palantir Q2 2025 Earnings and AI Sovereignty MessagingAI Washing and AI Wishing in Enterprise StrategyQwen 3.8 Max Open-Weight Model Release and Benchmarks
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This Week in Startups

This Week in Startups · Aug 3, 2026

How Bespoke faked AI until it actually worked (w/ Akemi Tsunagawa) | E2320

Host conducting the interview in Tokyo during Founder University and Angel University events.

Wizard-of-Oz AI prototyping and human-in-the-loop validationJapan demographic decline and SME succession crisisIndustrial inspection robotics for shipyards and construction
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This Week in Startups

This Week in Startups · Jul 31, 2026

Why AI has no taste and how to fix it (w/ Thais Castello Branco) | E2319

Co-host leading the interview with Thais Castello Branco and driving news discussion throughout the episode.

AI aesthetic quality and taste in generative designPreference data collection and human annotation for model trainingDecline of the cultural critic and curator class
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 31, 2026

Chip Stocks Crash, $20B Fund Margin Called, Frontier Labs: SLOW DOWN AI, Mamdani's Grocery Stores

Co-host moderating discussion and sharing firsthand data on enterprise migration from frontier labs to open-source models.

Semiconductor Stock Market Crash and Bear Market TerritoryHedge Fund Margin Calls and Leverage Risk ManagementAI Frontier Lab Regulatory Capture and Safety Legislation
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 28, 2026

The $1/Hour Worker: Four Robotics CEOs on Humanoids at Home, China's Threat, and the End of Dangerous Jobs

Hosted all four interviews at the Makina AI conference in Paris.

Industrial inspection robotics and ROI in critical infrastructureHumanoid robot home deployment and consumer pre-order modelsChina's robotics competitive threat and IP theft risks
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This Week in Startups

This Week in Startups · Jul 27, 2026

While other cultivated meat companies are collapsing, this one turned a profit | E2317

Host of the podcast, interviewing Dr. Hanyu in Tokyo during a Founder University cohort event.

Cultivated meat scaling challenges and unit economicsBeachhead market strategy for deep-tech startupsCell-cultured cosmetic ingredients as a revenue bridge
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 24, 2026

The Fight Over Open Source AI, Anthropic's $1.5B Payout, NYC Socialists: Evictions = Violence?

Co-host moderating debate; argued open-source headwinds could derail Anthropic and OpenAI IPO valuations.

Chinese Open-Source AI Models and US Ban DebateAI Regulatory Capture by Frontier LabsKimi K3 Model Performance and Cost Benchmarks
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This Week in Startups

This Week in Startups · Jul 24, 2026

Why quantum has been "10 years away" for 30 years | E2316

Host interviewing Kazu Nakashogi about quantum computing hardware and the startup ecosystem in Japan.

Neutral atom quantum computing hardwareQuantum error correction (QEC) and fault-tolerant quantum computing (FTQC)Qubit scalability and the path to 10,000+ physical qubits
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This Week in Startups

This Week in Startups · Jul 22, 2026

Why this longevity startup raised in Japan, not Silicon Valley | TWiST Tokyo | E2315

Host of This Week in Startups and founder of Founder University; interviewed Bilal in Tokyo.

Epigenetic methylation analysis for drug discoveryCell therapy manufacturing quality control using biomarkersJapan's Regenerative Medicine Act and regulatory fast-tracking
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 20, 2026

Mark Cuban on the AI Bubble: Who Actually Gets Wiped Out?

Co-host conducting the interview; shared personal AI tool experiences and venture investing observations.

AI Bubble Risk and Private Capital ExposureEnterprise AI Implementation ChallengesIPO Strategy as Acquisition Currency for AI Startups
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 18, 2026

Can the AI Industry Regulate Itself? Stripe Wants PayPal, China Catches Up, NY Bans Datacenters

Moderated the episode and discussed Apple's lawsuit against OpenAI and local AI inference trends.

AI Self-Regulatory Organization (SRO) Proposal by Demis HassabisAnthropic's State-by-State AI Regulatory Capture StrategyStripe and Block Joint Bid to Acquire PayPal
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 15, 2026

Former Intel CEO on What Went Wrong, What's Next + Lovable CEO on the Real Promise of Vibe Coding

Co-host; shared personal experience using Lovable to build founder university intranet in 4-8 hours for $50/month

Intel's Strategic Decline and Leadership FailuresTSMC Foundry Model vs. Integrated Design-ManufacturingTaiwan Semiconductor Geopolitical Risk and Energy Vulnerability
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 13, 2026

The Trillion-Dollar Industries AI Is Disrupting: Voice, Law & the End of the Billable Hour

Host who conducted both interviews, sharing personal anecdotes about voice cloning and legal AI use.

AI Voice Agent Deployment in Enterprise Customer SupportBillable Hour Disruption in Legal ServicesVoice Cloning IP Rights and Consent Safeguards
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 10, 2026

Open Source Wins, AGI Is Here, and Scorsese's AI Toolkit with CEOs of Cerebras & Black Forest Labs

Host conducting both interviews; shared personal AI experimentation anecdotes and trend-hunting use cases.

AI Infrastructure Buildout Scale and Capital MobilizationCerebras Inference Chip Architecture vs GPU Moore's LawRecursive AI Reasoning and Loop Maxing
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This Week in Startups

This Week in Startups · Jul 6, 2026

$100T is managed by “human duct tape” | E2308

Regular host; appeared in the 2020 Figma clip and discussed his failed search engine Mahalo.

AI-native fund administration and ERP for investment firmsLong-horizon AI agents for financial document processing and data migrationLegacy fund admin stack replacement (QuickBooks, Excel, Bill.com)
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jul 3, 2026

AI Sovereignty Wars, Palantir-Nvidia Deal, SCOTUS Birthright Ruling, Newsom's CA Budget Lie

Coined 'intelligence sovereignty' term; argued for AI sovereignty and warned founders against partnering with platform giants.

AI Sovereignty and Enterprise Data ProtectionPalantir-Nvidia Sovereign AI Operating System PartnershipAnthropic Vertical Integration and Developer Trust Erosion
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This Week in Startups

This Week in Startups · Jun 29, 2026

Chamath on why young people need more agency, risk, and adventure

Host of the podcast; co-founder of All In podcast with Chamath, runs LAUNCH accelerator and syndicate.

AI-driven enterprise software development and Software Factory platformsAgentic workflow orchestration for business process automationEnterprise software unbundling and the $4 trillion maintenance market opportunity
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jun 29, 2026

Nate Silver Predicts: Democrats Take the House, Newsom Is Fading & AOC Might Win It All in 2028

Co-host leading the interview, asking questions on California elections, 2028 candidates, and party dynamics.

2026 U.S. Midterm Election Forecasting2028 Democratic Presidential Primary CandidatesAOC as 2028 Presidential Contender
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This Week in Startups

This Week in Startups · Jun 27, 2026

Why F1 Teams are Replacing Wind Tunnels with Smart Tape | E2305

Co-host of This Week in Startups; investor in SKN Systems and Polymarket; discussed all major news topics.

Real-world aerodynamic data collection via sensor tapeWind tunnel disruption in Formula 1 and motorsportOpenAI GPT-5.6 series government-delayed model release
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jun 26, 2026

Socialists Sweep NYC, China Catches Up in Coding, AI Memory Crunch, Micron's Blowout Quarter

Co-host moderating discussion on NYC socialist sweep, China AI parity, and Micron earnings.

DSA Socialist Sweep in NYC Democratic PrimariesChina GLM 5.2 Open Source AI Model ParityAI Model Distillation and Knowledge Transfer from US Frontier Models
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This Week in Startups

This Week in Startups · Jun 24, 2026

Why the Future of Video Games is Moving Back to the Dinner Table

Host of the podcast, interviewing both Bryn Putnam and AJ Piplica across two segments.

Face-to-face gaming console hardware innovationCapacitive touch technology for physical game piece recognitionHardware startup prototyping and capital-efficient development
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The Bulwark Podcast

The Bulwark Podcast · Jun 9, 2026

Jason Calacanis: The Silicon Valley Vibes Are Still Pro-Trump

Guest discussing Silicon Valley perspectives on Trump, AI, and business pragmatism; represents moderate independent investor viewpoint.

AI Job Displacement and Entry-Level Career CrisisSilicon Valley CEO Political Alignment and Business PragmatismTrump Administration Foreign Policy: Iran War Impact
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This Week in Startups

This Week in Startups · Jun 8, 2026

The AI Tutor That Makes Kids Actually Think | E2298

Podcast host and investor in Brilliant, shared VC fundraising war stories

AI-powered tutoring systemsSocratic teaching methodologyEducational technology pricing strategies
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jun 6, 2026

The IPO Comeback: Why Tech Giants Are Finally Going Public | All-In Liquidity IPO Panel

Podcast host discussing Davos experience and moderating panel

IPO timing and strategySpace-based data centersAI chip architecture design
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jun 4, 2026

Thomas Laffont: The $4T AI IPO Wave, 2026's Unicorn Economy, and the 10X Paradox

Referenced as seed investor discussing early-stage investment perspectives

AI IPO Wave 2026Unicorn Economy HealthPrivate Market Valuations
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This Week in Startups

This Week in Startups · May 29, 2026

How to Raise a Seed Round in 2026: Ask Jason | E2294

Primary host answering community questions about fundraising and startup strategy

Seed round fundraising strategiesAI competition and differentiationHardware startup advantages
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · May 12, 2026

Charles & Chase Koch on How They Quietly Built a $150B Empire

Podcast co-host

Principle-Based Management SystemsOrganizational Culture Transformation at ScaleCapability-Driven Diversification Strategy
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This Week in Startups

This Week in Startups · May 9, 2026

5,000+ Tech Workers Laid Off This Week. It's Just The Beginning. | E2286

Host; discussed AI-first operations, layoffs, state-level regulation, and startup formation trends

On-Premise AI Infrastructure for Regulated IndustriesProof-of-Human Verification and Biometric IdentityTech Layoffs and AI-Driven Workforce Optimization
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · May 8, 2026

Elon's Anthropic Deal, The Next AI Monopoly?, "FDA for AI" Panic, Trading the AI Boom

Co-host advocating for wealth redistribution through IPO equity sharing and universal healthcare/minimum wage

Elon's Compute Infrastructure Strategy & Elon Web ServicesAnthropic's Exponential Growth & Market DominanceAI Monopoly Formation & Competitive Dynamics
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Foundering

Foundering · May 7, 2026

Bob Lee Part 5: Tech vs. San Francisco

All In Podcast host who started GoFundMe in 2021 raising $50k for investigative journalist on SF crime

Criminal Justice Reform and Progressive ProsecutionTech Industry Political Influence and AdvocacySan Francisco Urban Decline Narratives
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This Week in Startups

This Week in Startups · Apr 29, 2026

The $10M+ Bet on a Beanie That Reads Your Brain | Sabi & the Future of BCI | E2282

Podcast host and founder; announced two AI bounties ($5K each) for real-time fact-checking and annotation tools

Non-invasive brain-computer interfaces (BCI)Deep learning for biosignal decodingThought-to-text translation technology
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 29, 2026

CA Governor Candidate Steve Hilton on Why California is Destroying Itself & How a Republican Can Win

Co-host of All-In podcast; knows Steve Hilton since 2012; wife Rachel worked at Uber with him

California Tax Reform - No State Income Tax Under $100KHousing Supply and CEQA Environmental LitigationUnion Power in California Politics and Policymaking
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This Week in Startups

This Week in Startups · Apr 25, 2026

The Defense Tech Startup YC Kicked Out of a Meeting is Now Arming America | E2280

Host discussing AI trends, startup opportunities, and defense tech innovation

Defense Tech Startups and Military Innovation3D-Printed Solid Rocket Motors and Propellant ManufacturingWearable AI and Embedded Computer Vision
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 24, 2026

SpaceX-Cursor Deal, SaaS Debt Bomb, New Apple CEO, SPLC Indictment, Colon Cancer Spike

Co-host; discussed SPLC indictment and personal experience with cancel culture

SpaceX-Cursor Acquisition Deal StructureAI Coding Model Competition (Grok vs Claude vs GPT)SaaS Valuation Compression and Debt Impairment
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Odd Lots

Odd Lots · Apr 23, 2026

Google's Liz Reid on Who Will Own Search in a World of AI

Founder of Mahalo; discussed as example of pre-AI content spam and human-generated slop on the internet

AI Overviews and their impact on click-through ratesSearch monetization in the age of generative AIQuery expansion and user engagement metrics
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 17, 2026

OpenAI's Identity Crisis, Datacenter Wars, Market Up on Iran News, Mamdani's First Tax, Swalwell Out

Host moderating discussions; emphasized need for big company AI wins and productivity proof; discussed enterprise adoption challenges

OpenAI vs Anthropic competitive dynamics and growth rate comparisonEnterprise AI revenue models and metered token pricingData center infrastructure constraints and NIMBY opposition
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 10, 2026

Anthropic's $30B Ramp, Mythos Doomsday, OpenClaw Ankled, Iran War Ceasefire, Israel's Influence

Co-host; advocated for open source AI models and distributed training approaches

Anthropic Revenue Growth and Market DominanceAI Model Safety and Responsible DeploymentMythos Model and Cybersecurity Vulnerabilities
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 8, 2026

Josh Shapiro on Trump, Iran War Chaos, Israel's Failure, the Economy, and 2028 Race

Co-host participating in discussion

Permitting Reform and Regulatory EfficiencyState Economic Competitiveness and Business RecruitmentMedicaid Fraud Prosecution and Healthcare Waste
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Apr 3, 2026

SpaceX IPO, Iran War Fallout, Quantum Bitcoin Hack, The Space Opportunity

Co-host analyzing IPO market dynamics, secondary market pressures, and geopolitical risks to tech funding

SpaceX IPO Valuation and Tesla Merger ThesisQuantum Computing Threat to Cryptocurrency SecurityIran Military Conflict Economic Impact on Fertilizer
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This Week in Startups

This Week in Startups · Apr 1, 2026

Venture Roundtable: SpaceX IPO, AI's PR Crisis, and the Defense Tech Bubble | E2270

Primary host; advocates for wealth distribution and execution-focused founder culture; discusses industrial policy

SpaceX IPO timing and valuation expectationsAI public trust crisis and communication failuresWealth distribution mechanisms (equity participation vs. UBI)
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This Week in Startups

This Week in Startups · Mar 31, 2026

The 5-Step Framework for AI Agents That Improve While You Sleep | E2269

Podcast host discussing AI agents and media criticism

OpenClaw agent configuration and managementAI agent team coordination strategiesCron scheduling for autonomous AI operations
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This Week in Startups

This Week in Startups · Mar 27, 2026

The $60 billion resource hiding in space, and the start trying to mine it (feat. Matt Gialich, Astroforge) | E2268

Podcast host interviewing guests and discussing technology trends and investments

Asteroid Mining EconomicsDecentralized AI TrainingOpen Source SaaS Alternatives
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Mar 26, 2026

Are Psychedelics the Key to Living Forever? (ft. Bryan Johnson)

Podcast host discussing risks and implications of psychedelic use for entrepreneurs

5-MeO-DMT psychedelic experience and effectsPsilocybin longevity research and brain rejuvenationDefault mode network dissolution and neuroplasticity
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Mar 23, 2026

Four CEOs on the Future of AI: CoreWeave, Perplexity, Mistral, and IREN

Podcast host conducting interviews with AI CEOs at Nvidia's GTC conference

GPU Infrastructure FinancingMulti-Model AI OrchestrationVertical AI Specialization
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This Week in Startups

This Week in Startups · Mar 20, 2026

The Drone Company Everyone Thought Was Illegal (Now Worth $4B+) | E2265

Podcast host and early investor in both companies

Drone delivery logisticsHardware startup challengesRegulatory navigation for new technologies
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Mar 19, 2026

Jensen Huang LIVE: Nvidia's Future, Physical AI, Rise of the Agent, Inference Explosion, AI PR Crisis

All-In podcast host conducting the interview with technical questions

Agentic AI SystemsDisaggregated Inference ComputingPhysical AI and Robotics
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