Jason Calacanis
Mentioned in 69 analyzed podcast episodes across 6 shows
Host of "This Week in Startups" and co-host of "All-In," he is a venture capitalist and angel investor actively investing in AI agent startups and implementing automation technology across his own ventures. He is regularly featured discussing AI implementation, startup funding strategies, and broader economic trends including housing affordability and AI's impact on employment. His podcast platforms and venture activities make him a prominent voice in early-stage startup funding and AI adoption.
Appears On
Episode Appearances
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”
All-In with Chamath, Jason, Sacks & Friedberg · May 12, 2026
Charles & Chase Koch on How They Quietly Built a $150B Empire
“Podcast co-host”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
TBPN · Mar 13, 2026
Uber Founder Travis Kalanick is Back with a New AI Startup
“Early Uber investor whose $10k investment became $100 million”
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”
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”
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”
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”
This Week in Startups · Feb 14, 2026
OpenClaw is Our Friend Now | E2250
“Host discussing AI agents and interviewing founders building on OpenClaw platform”
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”
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”
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”
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”
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”
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”
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”
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”
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”
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”
This Week in Startups · Jan 31, 2026
AI Bots Take Over | E2242
“Host implementing AI agents across his venture firm and podcast operations”
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”
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
This Week in Startups · Jan 27, 2026
Clawdbot is an inflection point in AI history | E2240
All-In with Chamath, Jason, Sacks & Friedberg · Jan 24, 2026
Healthcare Needs Builders, Not Bureaucrats: Dr. Mehmet Oz Live from Davos
This Week in Startups · Jan 24, 2026
Why You’ll Choose an AI Doctor (feat. Fred Almeida and Max Weiss) | E2239
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!
This Week in Startups · Jan 21, 2026
From Blood Transfusions to Burritos, How Zipline is Automating Delivery | E2238
This Week in Startups · Jan 20, 2026
How startups suddenly became “cool” in Japan (feat. Shin Takamiya of Globis Capital) | E2237
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”
This Week in Startups · Jan 16, 2026