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Jason Calacanis

Mentioned in 58 analyzed podcast episodes across 5 shows

Jason Calacanis is a podcast host and early-stage investor known for hosting "This Week in Startups" and co-hosting "All-In with Chamath, Jason, Sacks & Friedberg," where he discusses AI, startups, and venture funding. He actively implements AI agents across his venture firm and podcast operations, and makes investment offers to founders featured on his shows, including a $1.5M fund for OpenClaw startups through his Launch accelerator. His podcast appearances focus on emerging technology trends, startup strategy, and his perspectives on market dynamics in AI and venture capital.

Episode Appearances

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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This Week in Startups

This Week in Startups · Mar 18, 2026

How Robinhood became a $68B company w/ Vlad Tenev

Host and early Robinhood investor who provided initial feedback

Zero revenue business modelsMobile-first product designPayment for order flow controversy
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This Week in Startups

This Week in Startups · Mar 14, 2026

One Genius Rule That Made This Coffee Brand Famous | EP 2262

Host discussing decentralized infrastructure and viral business concepts

Decentralized cloud storageBittensor subnet developmentMenu simplification strategy
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TBPN

TBPN · Mar 13, 2026

Uber Founder Travis Kalanick is Back with a New AI Startup

Early Uber investor whose $10k investment became $100 million

Physical AI and roboticsAutonomous mining operationsFood delivery automation
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This Week in Startups

This Week in Startups · Feb 26, 2026

Behind the Scenes with an early OpenClaw contributor! | E2252

Host discussing AI trends and OpenClaw applications with guests

OpenClaw open source AI agentsMilitary AI ethics and Pentagon contractsSaaS industry disruption by AI
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This Week in Startups

This Week in Startups · Feb 24, 2026

Kill Your Startup’s Knowledge Chaos with OpenClaw (with Oliver Henry and Jeff Weisbein) | E2254

Host discussing his company's implementation of AI agents for business operations

OpenClaw AI agent technologyAI-powered marketing automationTikTok content creation with AI
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This Week in Startups

This Week in Startups · Feb 21, 2026

We Asked 3 Experts How to Get More Value out of OpenClaw | E2253

Host discussing AI agent implementation for business operations

OpenClaw setup and optimizationAI agent hardware vs cloud deploymentSaaS cost reduction through AI automation
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This Week in Startups

This Week in Startups · Feb 17, 2026

Will OpenAI Tank OpenClaw? | E2251

Host expressing concerns about OpenAI's acquisition of OpenClaw and offering startup funding

OpenAI acquisition of OpenClawAI agent development platformsOpen source AI project sustainability
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This Week in Startups

This Week in Startups · Feb 14, 2026

OpenClaw is Our Friend Now | E2250

Host discussing AI agents and interviewing founders building on OpenClaw platform

OpenClaw AI agentsAgent orchestration workflowsAI companion development
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All-In with Chamath, Jason, Sacks & Friedberg

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

Debt Spiral or NEW Golden Age? Super Bowl Insider Trading, Booming Token Budgets, Ferrari's New EV

Co-host extensively implementing AI agents in his venture firm with significant productivity gains

AI workplace productivity and automationEnterprise AI adoption strategiesToken economics and AI infrastructure costs
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This Week in Startups

This Week in Startups · Feb 12, 2026

Why J-Cal Invested to 200K in a former Employee | E2249

Host and angel investor who invested $200K in Presh and discusses investment criteria

Angel investing criteria and founder evaluationHealth and wellness app developmentAI agent automation in procurement
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This Week in Startups

This Week in Startups · Feb 12, 2026

How These 3 Founders are building on Open Claw | E2248

Host and investor who made live investment offers to two guests during the show

OpenClaw agentic AI platformAI-powered startup cost reductionSmart glasses integration with AI agents
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Marketing School - Digital Marketing and Online Marketing Tips

Marketing School - Digital Marketing and Online Marketing Tips · Feb 10, 2026

The AI Prompt That Writes $100k Sales And Email Copy For You

Entrepreneur mentioned as being in Epstein documents and turning off social media comments

AI copywriting promptsSales copy generationEmail marketing automation
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This Week in Startups

This Week in Startups · Feb 10, 2026

Does Clawdbot (OpenClaw) Need Eyes? (feat. Alex Finn and Matt Van Horn) | E2247

Host and investor announcing $1.5M fund for OpenClaw startups through Launch accelerator

OpenClaw AI agent platformAgentic AI vs traditional chatbotsAI agent security and safety measures
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This Week in Startups

This Week in Startups · Feb 7, 2026

We built OpenClaw Ultron to replace 20 people at our company | E2246

Host implementing OpenClaw automation at his venture firm and podcast production company

OpenClaw AI automation platformLocal AI infrastructure deploymentAI workflow orchestration and cron jobs
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This Week in Startups

This Week in Startups · Feb 4, 2026

Savvy is HQ Trivia + Wordle (feat. Scott Rogowsky) | E2245

Host of This Week in Startups podcast interviewing Scott about his ventures

Live interactive gamingMobile app monetizationStartup talent management
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This Week in Startups

This Week in Startups · Feb 3, 2026

Where early-stage founders MUST focus to success | E2244

Host and founder of Foundry University, discussing startup strategy from Japan

Product-market fit validationCustomer discovery and researchFeature prioritization and essentialism
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TBPN

TBPN · Feb 3, 2026

Moltbook goes viral, $100B OpenAI-Nvidia deal stalled, SpaceX merges with xAI | Diet TBPN

His angel investor portfolio from Epstein files showed potential $128M returns

AI Agent Social NetworksAI Safety and Security ConcernsLarge Language Model Limitations
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This Week in Startups

This Week in Startups · Feb 3, 2026

SpaceX + xAI deal gets us one step closer to Musk Industries | E2243

Host discussing AI agent capabilities and providing startup funding advice

Space-based data centersAI agent automationOpenClaw platform capabilities
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This Week in Startups

This Week in Startups · Jan 31, 2026

AI Bots Take Over | E2242

Host implementing AI agents across his venture firm and podcast operations

AI Agent ImplementationBusiness Process AutomationAI Security Vulnerabilities
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Jan 30, 2026

ICE Chaos in Minneapolis, Clawdbot Takeover, Why the Dollar is Dropping

Podcast host; demonstrated ClaudeBot/MoldBot AI agent capabilities and created virtual podcast producer

ICE Enforcement Operations and Minneapolis ResistanceFederal Immigration Enforcement PolicyAI Agent Autonomy and Deployment
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This Week in Startups

This Week in Startups · Jan 29, 2026

How decriminalization led to an explosion in cannabis startups (Feat. Ford Smith, Andrew Duffy, and Socrates Rosenfeld) | E2241

Federal cannabis rescheduling280E tax code impactHemp vs cannabis regulatory framework
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This Week in Startups

This Week in Startups · Jan 27, 2026

Clawdbot is an inflection point in AI history | E2240

ClaudeBot AI agent platformAI automation for small businessesPrompt injection security vulnerabilities
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All-In with Chamath, Jason, Sacks & Friedberg

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

Healthcare Needs Builders, Not Bureaucrats: Dr. Mehmet Oz Live from Davos

Healthcare fraud prevention and detectionAI integration in medical practiceGLP-1 drug pricing and accessibility
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This Week in Startups

This Week in Startups · Jan 24, 2026

Why You’ll Choose an AI Doctor (feat. Fred Almeida and Max Weiss) | E2239

AI healthcare diagnosticsPrimary care disruptionJapanese startup ecosystem
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All-In with Chamath, Jason, Sacks & Friedberg

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

Coinbase CEO Brian Armstrong Breaks Down the Three Biggest Trends in Crypto + More from Davos!

Cryptocurrency regulationStablecoin legislationAI infrastructure scaling
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This Week in Startups

This Week in Startups · Jan 21, 2026

From Blood Transfusions to Burritos, How Zipline is Automating Delivery | E2238

Autonomous drone deliveryManufacturing scale-upRegulatory approval processes
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This Week in Startups

This Week in Startups · Jan 20, 2026

How startups suddenly became “cool” in Japan (feat. Shin Takamiya of Globis Capital) | E2237

Japanese startup ecosystem transformationVenture capital investing strategiesFounder motivation and character assessment
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All-In with Chamath, Jason, Sacks & Friedberg

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

Iran's Breaking Point, Trump's Greenland Acquisition, and Solving Energy Costs

Co-host; attending Davos with Sachs to interview speakers at USA House; discusses frontier economics and political migration

Iran regime change and anti-government protestsArctic geopolitics and Greenland acquisitionData center energy costs and grid infrastructure
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This Week in Startups

This Week in Startups · Jan 16, 2026

Avoiding buzzwords and marketing-speak (feat. Thomas McInerney) | E2236

Angel investing criteria and red flagsFounder personality assessmentBurn rate and runway management
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This Week in Startups

This Week in Startups · Jan 14, 2026

Japan’s Startup Revolution (feat. Kathy Matsui) | E2235

Japanese startup ecosystem transformationVenture capital investing in JapanJapan economic recovery and inflation
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This Week in Startups

This Week in Startups · Jan 13, 2026

How to Make Billions from Exposing Fraud | E2234

Supersonic aviation developmentGovernment fraud detectionFalse Claims Act whistleblower provisions
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All-In with Chamath, Jason, Sacks & Friedberg

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

Adam Carolla on California's Collapse: Fires, Failed Leadership, and Gyno-Fascism

California wildfire reconstruction delaysRegulatory capture and bureaucratic inefficiencyState-to-state business and population migration
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This Week in Startups

This Week in Startups · Jan 13, 2026

Secrets of Startup Recruiting in the US AND Japan! (feat. Sho Takei) | E2233

Startup recruiting best practicesJapan vs US hiring culture differencesStock-based compensation in Japan
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All-In with Chamath, Jason, Sacks & Friedberg

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

All-In's 2026 Predictions

California Wealth TaxGDP Growth PredictionsM&A Market Transformation
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This Week in Startups

This Week in Startups · Jan 10, 2026

Jason’s Top CES Products and Takeaways | E2232

IPO Market RecoveryDiscord Public FilingStrava IPO Plans
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TBPN

TBPN · Jan 9, 2026

The Jamie Dimon Apple Card, Greenland Ideas, WB-Paramount, TBPN x Vanity Fair | Diet TBPN

Apple Card banking transitionGoldman Sachs consumer banking lossesCredit card underwriting challenges
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All-In with Chamath, Jason, Sacks & Friedberg

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

Why AI will dwarf every tech revolution before it: robots, manufacturing, AR glasses from CES 2026

AI revenue growth accelerationWorkforce transformation and job displacementVenture capital strategy evolution
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Dec 31, 2025

Massive Somali Fraud in Minnesota with Nick Shirley, California Asset Seizure, $20B Groq-Nvidia Deal

Minnesota daycare fraudSomali community fraudGovernment waste and corruption
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This Week in Tech (Audio)

This Week in Tech (Audio) · Dec 28, 2025

TWiT 1064: TWiT Best 0f 2025 - 2025's Best Moments on TWiT

Tech investor and journalist discussing AI job displacement, UBI solutions, and autonomous vehicle development

AI Job Displacement and Economic ImpactUniversal Basic Income as Policy SolutionAI-Assisted Software Development and Vibe Coding
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All-In with Chamath, Jason, Sacks & Friedberg

All-In with Chamath, Jason, Sacks & Friedberg · Dec 19, 2025

Bernie Sanders: Stop All AI, China's EUV Breakthrough, Inflation Down, Golden Age in 2026?

AI regulation and moratoriumChina EUV lithography breakthroughUS-China AI competition
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