Episode · This Week in Startups
Becki DeGraw on spinouts, IP licensing & clean exits | Wilson Sonsini Startup Legal Basics
3 Sep 2026 · 18 min
Episode · This Week in Startups
3 Sep 2026 · 18 min
This Week In Startups is made possible by: Wilson Sonsini Today's show: Spinouts are everywhere right now, and most founders get the cap table wrong. Jason sits down with Becki DeGraw, partner at Wilson Sonsini, to break down how to do it right, starting with his 80/20 rule for splitting the new cap table and why letting the old company keep too much of it kills your ability to raise. Becki also covers the legal side: who owns the IP, non-competes between the two companies, and the trap founders fall into when they're still on the old board. PLUS, the one question every Series A investor…
by Jason Calacanis · English · Business
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.
10 Sep 2026 · 23 min
This Week In Startups is made possible by: Wilson Sonsini: https://www.wsgr.com/en/ Today's show: One of YouTube's three co-founders left for grad school and walked away with a fraction of what his partners made on the Google sale. Becki DeGraw of Wilson Sonsini joins Jason for Startup Legal Basics to explain the vesting schedule behind that gap, and why you want one even if you never take a dollar of venture money. Learn how VCs actually respond when a founder says "I've already put in four years," and the exact language Jason gives founders to turn one term sheet into three. PLUS, why is…
E2335 · 9 Sep 2026 · 1 hr 21 min
This Week In Startups is made possible by: Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain NetSuite - https://www.netsuite.ai/twist Vanta - http://www.vanta.com/twist Check out a full transcript and summary of today's show, created by Plaud: Today's show: An Anthropic researcher quit this week, saying both leading labs are gambling with everyone's lives. His coworker chimed in and predicts there is a greater than 10% chance that AI will end humanity IN THE NEXT 10 YEARS. Jason and Lon take it to Yohei Nakajima of Untapped Capital, Ben Lerer of Lerer Hippeau,…
E2334 · 4 Sep 2026 · 58 min
This Week In Startups is made possible by: Odoo - http://Odoo.com/twist Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain Rippling - http://Rippling.ai/twist Today's show: Your doctor almost certainly isn't testing your insulin. Dr. Mark Hyman sits down with Jason to explain the broken system that Function is fixing, and what 100 million biomarkers say about how sick America actually is. Learn why insulin beats blood sugar as an early warning for TKTKTK. Why might "normal" lab ranges be unreliable? PLUS, how does an expert like Dr. Hyman feel about GLP-1s and…
E2333 · 2 Sep 2026 · 1 hr 20 min
VC experts on why Physical AI funding is heating up | E2333 This Week In Startups is made possible by: partner 1 - link partner 2 - link partner 3 - link Today's show: Are we one step closer to data centers in space? Katelin Holloway of Seven Seven Six and Paige Doherty of Behind Genius Ventures break it down what it would take. Plus investor interest is surging in Physical AI companies. Paige explains why she backs applications of physical AI over general-purpose robotics, and how her thesis on multimodal AI led to the largest check she's ever written. We then dive into the Pentagon's…
E2332 · 31 Aug 2026 · 1 hr 7 min
This Week In Startups is made possible by: Northwest Registered Agent https://northwestregisteredagent.com/twistdomain CLA https://claconnect.com/withyou Rippling https://Rippling.ai/twist Today's show: Hugging Face's $399 Microduck and the art of companies taking on side quests. Then, we get into Dwarkesh Patel's "The Rise and Fall of Agent Civilizations," which blew up online this weekend. Jason calls the "secret AI civilization" framing deliberate PR, and thinks it's inflammatory enough that someone might attack a data center over it. Then, Anders Forslund of Heart Aerospace shows off the…
E2331 · 28 Aug 2026 · 1 hr 48 min
This Week In Startups is made possible by: DigitalOcean https://do.co/twist Every.io https://every.io PayPal https://paypal.launch.co Today's show: *Nvidia agreed to buy Hugging Face for $12.9 billion, just days after quietly licensing Poolside's coding model for $6 billion+. On TWiST, Jason lays out why this is actually the biggest AI story of the year. Nvidia plans to offer enterprises unmetered, unlimited on-prem compute, pulling them away from reliance on Anthropic and OpenAI's frontier models and products. PLUS we're chatting with Halter founder & CEO Craig Piggott about how his company…
10 Oct 2026 · 1 hr 25 minNew
This Week In Startups is made possible by: Lightfield: https://lightfield.app/ Rippling: https://Rippling.ai/twist Upwork: http://upwork.com Today’s show: AssetHub built an AI agent that recreates licensed characters in 3D while respecting copyright rules... But Jason says he needs to think BIGGER. 11 founders pitched their companies to Jason and Yuki Shirato of Techstars Tokyo at our Osaka event this week, and neither investor held back. Find out why Jason says Seekr feels more like a vitamin than a painkiller, and needs to ditch the press mentions from their deck. Plus, a vital lesson for…
8 Oct 2026 · 1 hr 19 min
This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist Odoo: http://Odoo.com/twist Northwest Registered Agent: http://www.northwestregisteredagent.com/twistdomain Quo: https://www.quo.com/perks/twist Today’s show: A personal AI agent that’s still invite-only just hit a $10 billion valuation. Guest host Deedy Das of Menlo Ventures is joined by Kanu Gulati of Khosla Ventures, Chris Farmer of SignalFire, and Sheel Mohnot of Better Tomorrow Ventures to debate whether Instinct can beat Meta’s Muse, what they actually use their own agents for, and what breaks when everyone’s agent…
7 Oct 2026 · 1 hr 11 min
This Week In Startups is made possible by: Vanta: https://www.vanta.com/twist DigitalOcean: https://do.co/twist Sentry: http://sentry.io/twist Plaud: http://Plaud.ai/twist Today’s show: The smarter AI gets, the more it just does the work for you, and the less helpful it becomes as a tutor. Shan Reddy of Aristotle joins Jason to demo a voice-first tutor built to run a session the way a $200-an-hour human tutor would. We also dive into why frontier models are trained to hand you answers rather than build real understanding. PLUS, in Ask Jason, an incoming Fordham student (Jason’s alma mater!)…
3 Oct 2026 · 53 min
This Week In Startups is made possible by: Every.io: http://every.io/ Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Odoo: http://Odoo.com/twist Plaud: http://Plaud.ai/twist Today’s show: What can AI do with the guardrails OFF? Devon Thomas of Abliteration.ai thinks defenders should have access to the same kinds of tools, rather than having one hand tied behind their backs. Then, on Ask Jason, learn what AI means for the billable hour from a legal-tech founder. PLUS, are AI microdramas a real ecosystem or a fad, and does AI finally make solo founders…