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Investor / Entrepreneur / Host
Jason Calacanis
Angel investor, founder of Inside.com, and co-host of the All-In Podcast. Early investor in Uber, Robinhood, and Calm. Host of This Week in Startups. Known for hustle-culture entrepreneurship and provocative takes.
Known For
All-In PodcastThis Week in StartupsEarly Uber investorAngel investing
Canon
Biographies as Substitute Mentors
Curious
Courage Is a Learnable Skill
Curious
Environment Shapes Behavior More Than Willpower
Canon
False Information Spreads Faster and Further Than Truth
Canon
The Hedonic Treadmill — Happiness Returns to Baseline
Canon
Meaning Comes from Responsibility, Not Happiness
Canon
Focus Only on What You Can Control
Canon
The True Self vs. False Self — Childhood Adaptations That Persist Into Adulthood
Canon
Episodes
#How AI Agents Will Change Banking ForeverMar 9, 2026#E2258: Is Anthropic Making the Biggest Mistake in AI History?Mar 5, 2026#E2252: When Will OpenClaw Go Mainstream?Feb 18, 2026#E2244: Where Early-Stage Founders MUST FocusFeb 3, 2026#E2243: SpaceX + xAI Gets Us One Step Closer to Musk IndustriesFeb 2, 2026#E2242: AI Agents and Security RisksJan 30, 2026#10 Predictions for 2026Dec 30, 2025#Can AI Replace Executive Coaching?Dec 15, 2025#The 2025 AI Startup PlaybookNov 25, 2025#Lightmatter: Photonic Computing for AISep 15, 2025#AI Wearables: The Next Platform or Another Flop?Sep 1, 2025#State of Angel Investing 2025: What Has ChangedAug 20, 2025#AI Is Coming for Entry-Level Jobs FirstJul 10, 2025#Startup Post-Mortems: Why These Companies FailedJun 15, 2025#The AI Fundraising Bubble: How Much Is Real?May 20, 2025#Bootstrapping vs VC in the AI EraApr 10, 2025#Is SaaS Dying? The AI Replacement TheoryMar 20, 2025#Founder Mental Health: The Conversation We Need to HaveFeb 15, 2025#The Remote Work Data Is In: What Actually WorksJan 20, 2025