Jason McCabe Calacanis
Person
Jason Calacanis is a prominent American Internet entrepreneur, angel investor, and podcaster. He is widely known as a co-host of the 'All-In' podcast and the host of 'This Week in Startups', having been an early investor in major companies like Uber and Trello.
19 episodes featuring Jason McCabe Calacanis
All-In with Chamath, Jason, Sacks & Friedberg
Tech leaders warn enterprise data risks are driving a sovereign AI shift
This episode exposes the critical tension between rapid AI adoption and data privacy, alongside the real-world economic pressures facing major tech hubs like California.
Jul 3, 2026 · 1h 42m
All-In with Chamath, Jason, Sacks & Friedberg
GameStop CEO details $56 billion bid to acquire eBay
The hostile pursuit of eBay by GameStop's leadership represents a massive, unconventional bet on merging legacy brick-and-mortar retail with global digital marketplaces.
Jun 23, 2026 · 1h 3m
This Week in Startups
SpaceX acquires Cursor as venture capitalists warn of AI startup squeeze
As major tech players acquire critical developer tools and frontier model costs soar, early-stage startups face a rapidly tightening funding environment and pressure to build defensible AI workflows.
Jun 18, 2026 · 1h 41m
All-In with Chamath, Jason, Sacks & Friedberg
Tech investors clash over AI guardrails and rising inflation pressure
As artificial intelligence safety measures trigger user backlash, the line between responsible development and regulatory capture is becoming dangerously thin.
Jun 13, 2026 · 1h 42m
All-In with Chamath, Jason, Sacks & Friedberg
Palo Alto Networks CEO declares analytical SaaS dead as AI agents take over
As AI agents replace traditional software interfaces, the entire enterprise SaaS landscape and cybersecurity paradigm are undergoing a rapid, permanent transformation.
Jun 8, 2026 · 31 min
All-In with Chamath, Jason, Sacks & Friedberg
Dan Loeb details the return of stock picking and activist investing
As passive investing dominates the headlines, one of finance's most influential figures argues that fundamental stock selection is poised for a major comeback.
Jun 5, 2026 · 31 min
All-In with Chamath, Jason, Sacks & Friedberg
Bill Ackman reveals strategy for navigating AI disruption and market volatility
As rapid AI deployment threatens traditional business models, understanding how elite investors underwrite durability and navigate market cycles is critical for capital preservation.
Jun 3, 2026 · 30 min
All-In with Chamath, Jason, Sacks & Friedberg
OpenAI targets massive infrastructure spend and outlines path to IPO
As AI development costs soar, OpenAI's financial strategy reveals the true price of staying ahead in the global technology race.
Jun 2, 2026 · 32 min
All-In with Chamath, Jason, Sacks & Friedberg
Venture capital leaders declare the AI jobs apocalypse narrative is dead
The conversation moves past speculative AI hype to analyze the concrete economic, regulatory, and philosophical realities defining the next phase of technology.
May 29, 2026 · 1h 35m
All-In with Chamath, Jason, Sacks & Friedberg
SpaceX targets two trillion valuation as Nvidia faces shock stock selloff
The intersection of SpaceX's historic private valuation, Nvidia's market volatility, and shifting federal AI policy will redefine the next decade of technology investing.
May 22, 2026 · 1h 42m
All-In with Chamath, Jason, Sacks & Friedberg
Elon Musk positions SpaceX as AI infrastructure powerhouse in Anthropic deal
The intersection of aerospace infrastructure, massive AI capital expenditure, and looming regulatory frameworks will decide which tech giants control the next era of computing.
May 8, 2026 · 1h 22m
All-In with Chamath, Jason, Sacks & Friedberg
Hyperscalers risk overbuilding as OpenAI misses revenue targets
A massive mismatch is growing between capital expenditure on artificial intelligence and the actual revenue generated by leading AI startups.
May 1, 2026 · 1h 21m
All-In with Chamath, Jason, Sacks & Friedberg
SpaceX acquires Cursor as SaaS debt struggles threaten software sector
The intersection of aggressive AI consolidation and a tightening SaaS debt market marks a major turning point for technology valuations and startup survival.
Apr 24, 2026 · 1h 31m
All-In with Chamath, Jason, Sacks & Friedberg
Anthropic charts rapid growth as security fears delay its next AI model
This episode connects the commercial realities of the AI race with the geopolitical shifts shaping global stability and U.S. foreign policy.
Apr 10, 2026 · 1h 29m
All-In with Chamath, Jason, Sacks & Friedberg
Governor Josh Shapiro champions bipartisan permitting reform and economic growth
As national divisions deepen, Pennsylvania's governor offers a rare, pragmatic model for achieving economic progress through bipartisan cooperation.
Apr 8, 2026 · 1h 2m
All-In with Chamath, Jason, Sacks & Friedberg
Silicon Valley startups challenge legacy defense contractors to accelerate military innovation
The slow pace of traditional military procurement threatens national security, making rapid software innovation vital for modern deterrence.
Apr 6, 2026 · 1h 9m
All-In with Chamath, Jason, Sacks & Friedberg
SpaceX eye IPO as geopolitical tensions reshape global energy markets
This episode connects frontier aerospace economics and quantum computing threats with the immediate reality of geopolitical energy crises.
Apr 3, 2026 · 1h 21m
All-In with Chamath, Jason, Sacks & Friedberg
AI giants clash over culture as Meta faces youth safety lawsuits
The diverging paths of top AI labs and escalating platform lawsuits will decide which technology architectures and corporate structures dominate the next decade.
Mar 27, 2026 · 1h 20m
All-In with Chamath, Jason, Sacks & Friedberg
John Fetterman challenges Democratic orthodoxy on the All-In podcast
As national politics become increasingly polarized, a prominent swing-state Democrat explains his willingness to break party ranks and engage with independent media.
Mar 18, 2026 · 45 min