

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

52 snips
Sep 16, 2025 • 1h 10min
Why Medium is HIDING from AI | E2179
Tony Stubblebine, CEO of Medium, discusses their innovative Really Simple Licensing initiative aimed at compensating writers fairly. Delving into the AI dilemma, he emphasizes the importance of protecting creators from unauthorized content use. James Smith, from Human Native, shares insights on the emotional stakes involved for writers compared to data-driven tech firms. Finally, Jason Marks introduces his urban-focused electric mini-truck, highlighting its unique design and the need for efficient vehicles in city living.

47 snips
Sep 15, 2025 • 1h
Robinhood Venture Fund, Polymarket adds earnings, and LAUNCH Accelerator 35 is here! | E2178
Exciting new cohorts for the LAUNCH Accelerator and Founder U are here! Jason highlights innovative startups that are shaking things up. Alphabet joins the exclusive $3 trillion club, while Eric Schmidt's insights on remote work gain traction. Robinhood opens doors for everyday investors in private companies. Polymarket steps up its game by adding earnings reports, and Jason shares his recent wager on The Emmys. Dive into the future of solar energy and discover how tech startups are revolutionizing communication and efficiency.

80 snips
Sep 13, 2025 • 1h 29min
All-In Summit Highlights, Schools Could Block Social Media, FTC Chatbot Investigation, and Zoox hits Vegas | E2177
Highlights from a dynamic summit feature fiery debates, showcasing thoughts from Elon Musk and Palantir's CEO, Alex Karp. A proposed 'No Social Media at School Act' raises eyebrows, suggesting tech analogies with smoking for kids. Additionally, the FTC dives into chatbot regulations while autonomous Zoox robotaxis gear up for a Vegas debut. The intersection of robotics and community discussions reveals innovative paths forward, with a focus on mental well-being amid recent tragedies.

40 snips
Sep 11, 2025 • 18min
AI Copyright & Training Data w/ Chris Paniewski | Wilson Sonsini Startup Legal Basics
Chris Paniewski, a partner at Wilson Sonsini, shares his expertise on AI copyright law, particularly its impact on training data. He explains why current laws are unsettled and the legal distinctions between scraping and licensing data. The discussion dives into the concept of 'fair use,' clarifying its role as a defense rather than explicit permission. Paniewski emphasizes how understanding these nuances is essential for startups and investors alike, especially as they navigate their legal responsibilities in the dynamic AI landscape.

52 snips
Sep 10, 2025 • 57min
Republic opens private markets as Positron takes on GPUs: A TWiST500 doubleheader! | E2176
Kendrick Nguyen, Co-CEO of Republic, discusses the evolution of equity crowdfunding and how their platform is making private markets accessible to everyday investors. He emphasizes the significance of investor education and regulatory compliance. Mitesh Agrawal, CEO of Positron, delves into creating custom chips for AI computing that promise faster results with lower energy consumption than traditional GPUs. He shares insights on the future of AI inference technology and the challenges of market competition, highlighting a strategic vision aimed at rivaling existing giants.

44 snips
Sep 9, 2025 • 1h 17min
How Founders Are Building the Next Great Startups | Paid.ai, iTruckr & Tenax AI | E2175
In this conversation, tech innovators Manny Medina, Co-founder and CEO of Paid, Camilo Ramirez, Co-founder of iTrucker, and Elise Myrans, CEO of Tenax AI, dive into AI's transformative role across various industries. They discuss the economics of AI agents and their ability to automate trucking logistics, creating efficiencies in freight. Elise showcases how AI and computer vision are revolutionizing property risk assessment for insurance in light of extreme weather events, offering new ways to enhance safety and manage climate risks.

68 snips
Sep 5, 2025 • 1h 19min
The Browser Wars heat up! PLUS, Khan on The Bulwark, rules for great domain names, and Polymarket returns | E2174
Lina Khan's insights spark a passionate discussion on monopoly accountability in tech. Google’s hands-off approach to Chrome raises eyebrows, while Atlassian’s acquisition of a key browser company turns heads. The intriguing intersection of AI job platforms and startup financial strategies is explored, emphasizing the importance of cash efficiency. Brave’s rise as a privacy-first browser is celebrated, and Jason unveils his 'two stock markets' theory, reflecting on the dynamic investment landscape.

75 snips
Sep 4, 2025 • 23min
Creative Structures w/ Becki DeGraw | Wilson Sonsini Startup Legal Basics
Dive into the intriguing world of startup funding as Becki DeGraw discusses the divide between 'have' and 'have-not' companies. Learn about creative, off-menu legal structures and the rising importance of founder proxies. Explore how the competitive landscape is shaping valuations and deal terms. The resurgence of cryptocurrency brings legal implications, while diligence is becoming a lost art in high-pressure deals. This conversation promises insights crucial for founders and investors navigating today's dynamic market.

84 snips
Sep 3, 2025 • 1h 15min
Uber, Lucid & Nuro team up on robotaxis by 2026 | E2173
Dave Ferguson, co-founder and president of Nuro, dives into the groundbreaking partnership with Uber and Lucid to roll out fully driverless Gravity SUVs by 2026. He discusses how innovative sensor technology and extensive mapping of 150 cities enhance safety and reduce costs. The conversation highlights the significance of lidar for challenging driving conditions and reflects on lessons learned from Cruise's setbacks. Ferguson also explores the potential for autonomy to make rides cheaper than car ownership, marking a significant shift in transportation.

120 snips
Sep 3, 2025 • 1h 11min
Jason’s Tesla Optimus prediction, Anthropic’s latest mega-raise and more | E2172
Runbin Dong, founder of Scale Social, shares his vision for transforming word-of-mouth marketing into a digital powerhouse. He emphasizes the importance of recognizing your worth in the evolving business landscape. The discussion delves into societal reactions to autonomous technology and Tesla's ambitious plans for humanoid robots. They also touch on Apple's understated role in AI innovation, and how genuine customer experiences can be leveraged for impactful marketing, showcasing the shift towards authentic, testimonial-driven strategies.