This Week in Startups

AI Copyright & Training Data w/ Chris Paniewski | Wilson Sonsini Startup Legal Basics

Republic opens private markets as Positron takes on GPUs: A TWiST500 doubleheader! | E2176

How Founders Are Building the Next Great Startups | Paid.ai, iTruckr & Tenax AI | E2175

The Browser Wars heat up! PLUS, Khan on The Bulwark, rules for great domain names, and Polymarket returns | E2174

Creative Structures w/ Becki DeGraw | Wilson Sonsini Startup Legal Basics

Uber, Lucid & Nuro team up on robotaxis by 2026 | E2173

Jason’s Tesla Optimus prediction, Anthropic’s latest mega-raise and more | E2172

KPop Demon Hunters breaks records, Grok speeds up, and an AI-powered browser deep dive | E2171

Market Update and Trends w/ Becki DeGraw | Wilson Sonsini Startup Legal Basics

In this episode of This Week in Startups, Jason Calacanis interviews Becki DeGraw, a partner at Wilson Sassini, about the current market dynamics affecting seed stage and Series A startups. They discuss the perfect storm of factors leading to the present conditions, including the influx of capital into funds during 202...

Google is Nano Banana, Apple AI plans & The Great H1B Visa Debate | E2170

xAI’s App Store lawsuit, Intel shares vs. grocery stores, and Netskope’s IPO | E2169

Do Kwon Guilty, Powell Pivot & OpenAI’s $12B Run Rate | E2168

Is Chalk.ai the ‘Next Databricks’? + Tollbit’s Bot Paywall for AI Agents | E2167

This episode of the podcast features two interviews. The first is with Marc Freed-Finnegan, CEO of Chalk, a company focused on providing fresh data to machine learning and AI models at inference time. Marc explains how Chalk's data pipelines differ from traditional batch systems, enabling real-time data updates for AI ...

Scaling AI Photo Editing to 300M Users with Photoroom’s Matt Rouif | AI Basics with Google Cloud

In this episode of This Week in Startups, Jason Calacanis interviews Matt Rouif, the co-founder and CEO of Photoroom, an AI photo editing app. Matt explains how Photoroom helps businesses, including large companies like DoorDash and Amazon, create professional-grade product photos with consistent branding. He highlight...

Decart makes AI faster, Lume teaches lamps to fold laundry | E2166

Meta’s “Sensual” AI Doc LEAKS, Opendoor’s dreams became memes +  OpenAI plans $1T data center spend | E2165

The End of the ZIRP Era, and why recruiting is SO PAINFUL | E2164

In this episode of This Week in Startups, Jason Calacanis hosts a Venture Roundtable featuring Dave McClure, Grady Buchanan, and Tomasz Tunguz to discuss the evolving landscape of venture capital. The panel explores topics such as secondary transactions, fund management strategies in light of extended timelines for com...

GPT Psychosis is spreading, the NYT is Super-Doxxing Zuck, and Trump is wetting his beak on Chinese chip exports | E2163

In this episode of This Week in Startups, Jason Calacanis, Lon Harris, and Alex Wilhelm discuss several topics, beginning with Jason's strong reaction against a New York Times article that revealed details about Mark Zuckerberg's property in Palo Alto, which he views as "super doxing." They debate the ethics of the pub...

GPT-5 comes alive, Apple is struggling, and Ripple bought Rail | E2162

In this episode of "This Week in Startups," Jason Calacanis and Lon Harris discuss a range of topics, starting with their disappointment in Apple's lack of innovation under Tim Cook and debating whether he should step down, followed by a discussion on the launch of ChatGPT-5 and its implications for coding and AI appli...

Communist coffee hits NYC, RIP Hulu, GPT-5 arrives and more | E2161

In this episode of This Week in Startups, Jason Calacanis, along with Alex Wilhelm and Lon Harris, discuss a range of topics, starting with Luckin Coffee's expansion into New York and the potential implications of a Chinese company undercutting American brands. They explore the cultural differences in coffee consumptio...