

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

74 snips
Nov 6, 2025 • 1h 24min
Is investing REALLY the hardest job in tech? A TWIST VC Roundtable (ft. Deedy Das and Jay Eum) | E2204
Deedy Das, a Partner at Menlo Ventures known for his focus on product-led growth and AI, and Jay Eum, a General Partner at GFT Ventures specializing in frontier tech investments, dive into the complexities of the current venture landscape. They discuss the surprising rise in early-stage AI funding and the transition in investor strategies. The duo tackles the challenges of raising private capital before IPOs and debates whether increased funding truly leads to more great companies. They also explore the difficulty of being both a founder and an investor in today's market.

71 snips
Nov 3, 2025 • 1h 18min
Sending datacenters into orbit | E2203
Lon Harris, an editorial director and media commentator, dives into exciting discussions on the potential of AI-powered datacenters in orbit. He explores the implications of StarCloud's recent launch and whether Wi-Fi really works in space. The conversation shifts to Netflix's interest in Warner Bros, with insights on how acquiring CNN could transform their news strategy. Plus, there's a fun segment on favorite Nazi hunter films, revealing how storytelling uses villains for deeper narratives. A blend of industry insight and entertaining anecdotes!

71 snips
Nov 1, 2025 • 1h 19min
What will be OpenAI’s IPO price? Place ya bets! | E2202
Oliver, the show's producer and tech guru, joins the discussion to unveil the Suno AI music app, showcasing its potential to create music using prompts. The hosts explore the implications of OpenAI's IPO, betting on its future valuation, while also analyzing Amazon's stock for the next five years. Oliver also demonstrates how to generate unique songs, editing tracks like a pro. They dive into legal risks in tech and the competitive landscape of startups building their own models, all while sharing insights on the evolving music industry.

112 snips
Oct 30, 2025 • 1h 39min
Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201
In this discussion, Shishir Mehrotra, the innovative CEO transitioning Grammarly into Superhuman, shares insights on the ambitious rebrand. He explains why a name change is pivotal for broadening the company’s vision. Shishir unveils Superhuman Go, an AI assistant designed to seamlessly integrate into daily workflows. He dives into their strategy for developing adaptable agents that empower users while addressing AI’s impact on jobs. Plus, he discusses privacy measures and the pricing model for their new product suite, emphasizing user-centric design.

58 snips
Oct 29, 2025 • 1h 19min
iPhone Air is “inspiring,” and a first step toward Apple Glasses (w/ Zach Handshoe of SpatialGen) | E2200
Zachary Handshoe, Co-founder of SpatialGen, discusses the thrill and pressure of presenting at Apple's immersive media event while showcasing their platform for spatial video infrastructure. Raiza Martin, Co-founder of Huxe, dives into how their audio-forward AI app enhances personalization and user retention, focusing on audio consumption habits. Lastly, Chess Grandmaster Vasif Durarbayli pitches ChessEver, a pro-grade app designed for serious chess players, highlighting its comprehensive event coverage and unique analysis features.

104 snips
Oct 28, 2025 • 1h 22min
Jason Unpacks Sequoia’s New Funds | E2199
Australia's accusations against Microsoft highlight 'dark patterns' and their ethical implications in tech. The discussion shifts to Chinese drone fails, comparing creative freedom in the West. Jason envisions drones replacing traditional fireworks in live entertainment. The conversation also touches on Tesla's ongoing FSD challenges and the risks posed by political commentary from investors. Meanwhile, the performance of Chinese AI models in trading sparks curiosity, as Jason advises startups to stay clear of deceptive practices.

82 snips
Oct 25, 2025 • 1h 1min
If you’re not working 9-9-6, are you working hard enough? | E2198
The intense 9-9-6 work culture sparks a debate on personal sacrifice for success. Jason defends long hours, comparing them to the dedication of Olympians. Meanwhile, the hosts explore a shocking NBA gambling scandal involving rigged celebrity poker games and insider information leaks. Presh Kumar shares his journey of using AI to create promotional content for his wellness startup, Tempo. Lastly, the discussion around Anthropic purchasing chips from Google highlights the competitive dynamics of the AI industry.

93 snips
Oct 22, 2025 • 1h 24min
Amazon’s “Age of Efficiency,” LLM distribution, AI wearable worries, and more with Elad Gil | E2197
Elad Gil, an influential entrepreneur and angel investor in AI and startups, joins the conversation. They tackle the startling impact of Amazon's automation on jobs and explore whether the U.S. has escaped massive job displacement so far. Elad discusses his work at Alexandria AI, which transforms public-domain books into multiple languages, and forecasts about consumer AI interfaces. The duo also debates the future of AI-driven automation and the ethical implications of always-on wearable technology. Tune in for insights and predictions about the evolving tech landscape!

78 snips
Oct 22, 2025 • 58min
Magic School uses AI to help kids learn, not cheat | E2196
Adeel Khan, founder of Magic School and a former school principal, reveals how AI can transform K–12 education by empowering teachers and enhancing student learning without merely facilitating cheating. He explains the innovative teacher co-pilot features and discusses how AI can support novice educators in lesson planning. Meanwhile, Kris Canete introduces his company, On The Fly Energy, which creates modular flywheel energy storage systems, offering an efficient solution to strengthen the power grid, and compares it with traditional battery technology for energy resilience.

137 snips
Oct 21, 2025 • 59min
Just how frothy is the AI Bubble anyway? | E2195
The hosts dive into the potential AI bubble, discussing its size and whether it might burst. They analyze past economic crises and emphasize that finance, not tech, often drives market bubbles. OpenAI's massive spending and enterprise versus consumer AI adoption are contrasted, alongside insights on multi-cloud strategies during AWS outages. The conversation touches on AI-generated fakes and the urgent need for trust in media, while exploring whether AI can outperform traditional market strategies.


