

This Week in Startups
Jason Calacanis
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.
Episodes
Mentioned books

128 snips
Jul 18, 2025 • 1h 13min
Inside Substack’s $100M Push to Fend Off Beehiiv | E2153
Dive into the dynamics of indie publishing as a major player seeks $100 million to fend off competition. Explore the rivalries between Substack, Beehive, and Patreon, and how they navigate the evolving media landscape. Unpack the implications of AI on content monetization and the societal effects of meme culture. Plus, a look ahead at the self-driving revolution, with insights on Uber's latest partnerships and the bright future of automated driving. Get ready for some thought-provoking insights!

77 snips
Jul 17, 2025 • 1h 8min
Thinking Machines’ RECORD seed round, VC Geoff Lewis, and MORE | E2152
Jason shares insights from his recent trip to Silicon Valley with the LAUNCH Accelerator cohort. The conversation highlights a record-breaking $2 billion seed round in AI startups, prompting discussions on what drives mega deals. They delve into the financial realities of data centers and the profitability of compute power. Meanwhile, VC Geoff Lewis's cryptic social media posts raise eyebrows, and there's a candid look at mental health challenges faced by founders and venture capitalists, emphasizing the need for support and communication.

76 snips
Jul 14, 2025 • 1h 1min
Blitzhiring and the Complicated Case of Windsurf, OpenAI and Google | E2151
Discover the drama behind Windsurf's failed deal with OpenAI and the implications of new agreements with Google and Cognition AI. Dive into the trendy yet tumultuous world of blitzhiring in startups. Tesla's expansion of its robotaxi service raises questions about regulatory needs and safety. Explore cutting-edge wildfire detection technology and how tech startups are innovating in fire prevention. Plus, predictions on AI's future impact on the job market and a look back at nostalgic tech like SnapStream. All these topics blend humor and insight for an engaging listen!

125 snips
Jul 12, 2025 • 1h 11min
Grok 4 Beats OpenAI + The $300 AI Agent Era | E2150
Ben Seidl, Founder of Autolane, discusses the groundbreaking Grok 4 AI model, which may outshine OpenAI's offerings. He dives into the implications of AI pricing changes and the anticipated future of complex problem-solving. The conversation covers the Missouri AG’s investigation into AI bias, and touches on the ethical dilemmas AI poses within society. Seidl also elaborates on how autonomous vehicles are revolutionizing commerce, hinting at a shift towards 'autonomous commerce' that could reshape retail dynamics.

67 snips
Jul 10, 2025 • 22min
Orchestrating Smarter AI Systems with AI21 Labs’ Yoav Shoham | AI Basics with Google Cloud
Yoav Shoham, a Stanford professor emeritus and co-founder of AI21 Labs, talks about the complexities of enterprise AI. He explains why reliability is a major hurdle and the critical role of orchestration in AI systems. The discussion covers the differences between small and large models, the pitfalls of 'agent-washing', and the needed protocols for effective agent communication. Yoav also shares insights on what is truly overhyped in the AI space, making this conversation essential for anyone navigating modern AI challenges.

74 snips
Jul 9, 2025 • 1h 6min
Starlink + Tesla? $4T Nvidia? Perplexity Browser? Linda Yaccarino Steps Down? | E2149
Tim Ranzetta, Founder of Next Gen Personal Finance, dives into the world of financial literacy, advocating for mandatory personal finance education in high schools. He highlights how such initiatives can empower students and improve their financial behaviors. The conversation also touches on tech innovations like Tesla's potential Wi-Fi integration with Starlink, Nvidia's staggering market valuation, and the complexities of AI-driven tools. Ranzetta's insights into youth gambling and the importance of responsible money management make this a crucial discussion for future generations.

26 snips
Jul 9, 2025 • 26min
Cloud Seeding, Conspiracies & the Texas Floods | BONUS EPISODE!
Augustus Doricko, founder of cloud seeding startup Rainmaker, joins to discuss the recent floods in Texas and the backlash against his technology. He explains the science behind cloud seeding and addresses concerns about its safety and effectiveness. The conversation dives into the ethics of weather manipulation and compares cloud seeding with desalination as viable solutions for water scarcity. Regulatory frameworks and public perception are also tackled, highlighting the complexity of innovation in climate tech.

39 snips
Jul 7, 2025 • 1h 7min
Exits Are Back, QSB Stock & The New America Party? | E2148
Startup exits are surging, with massive activity in Q2. QSBS is expanding, sparking benefits for younger investors. Elon Musk's new political venture stirs discussion, while TikTok's future remains uncertain amid security concerns. The AI sector is absorbing most investment dollars, prompting SaaS companies to pivot or perish. Robinhood's push into tokenized stocks hints at a market revolution. Meanwhile, CoreWeave's acquisition raises questions about share sales. A dynamic landscape for founders and investors is unfolding, making it an exciting time in tech.

98 snips
Jul 2, 2025 • 1h 17min
Startup Valuations, Biotech’s Crunch & AI’s Massive TAM | E2147
D.A. Wallach, a General Partner at Time BioVentures, focuses on biotech and machine learning. Matt Turck from FirstMark specializes in enterprise software and AI. Astasia Myers of Felicis invests in early-stage AI and cybersecurity. They discuss the biotech sector's struggle amidst a tough market, contrasting it with the booming AI landscape. Virtual doctors and advancements in fertility tech have the potential to revolutionize healthcare. The panel also explores investment trends and the democratization of AI tools—shaping the future of startups.

165 snips
Jul 1, 2025 • 1h 27min
The Grammarly–Superhuman Megadeal, plus TWiST 500 chats with LabelBox and Apptronik’s founders | E2146
Shishir Mehrotra, CEO of Grammarly, and Rahul Vohra, founder of Superhuman, dive into their exciting merger, analyzing how this combination aims to revolutionize email and productivity tools with AI. They discuss leveraging Grammarly's vast user base to enhance user experience and make communication more efficient. Additionally, Manu Sharma of Labelbox and Jeff Cardenas of Apptronik share insights on the future of AI-driven tools and humanoid robots, emphasizing their roles in various industries and the importance of data labeling in AI development.