This Week in Startups

Today's show: Friend's new AI pendant just wants to be your new pal. So why do New Yorkers hate them? On a brand-new TWiST, Jason and Alex consider the Friend AI pendant, which listens to everything you say all day and then sends you snarky texts about it. WIRED says it's unhelpful and will make your friends hate you. New Yorkers are so sick of their aggressive subway ads, they're tagging them wit...

Today's show: Factory, a Sequoia-backed producer of AI agents for programming, raised $50 million at a $300 million valuation. So Jason and Alex are wondering… how much capital is TOO MUCH? We're going deep on a question that often perplexes founders: How would weigh a HUGE potential market against STIFF pre-existing competition. PLUS that Neon app that records your calls deleted itself, why AI IS...

Today's show: What is "workslop"? And is it already slowing you down at the office? On a new This Week in Startups, we've got full co-host quorum with JCal, Alex, AND Lon tackling a meaty docket of news at the cross-section of tech, startups, and pop culture. For starters: A new Harvard/Stanford study suggests that AI isn't massively improving workplace efficiency because SOME workers aren't using...

Today's show: New proposal on H-1B visas… and it's pretty similar to Jason's pitch from last month! On a new TWiST, Jason and Lon wonder if the White House is watching the pod and borrowing some of our best ideas! Specifically, the new $100K H-1B visa proposal sounds a lot like Jason's suggestion from August… with a few significant tweaks. PLUS we're looking at the latest news about the US TikTok...

Today's show: On an action-packed TWiST, Alex and Jason check out Meta's latest wearables, which promise to fix the "constantly staring down at your phone" problem and prevent you from blocking that little light letting others know you're filming them. Think the upgrade is worth $799 of your hard-earned money? PLUS, Lovable CEO Anton Osika stops by to answer YOUR questions, talk about how people a...

Today's show: Jason sits down with Wilson Sonsini partner Chris Paniewski for part two of our Startup Legal Basics series on AI law — this time tackling the question every founder is asking: who owns the output of AI systems? Chris has advised on some of the biggest AI deals in history, and in this episode he helps break down how intellectual property law is colliding with generative AI. Jason and...

Today's show: Hear why Eric Jackson thinks Opendoor is the new Carvana, and how he's planning to bring Drake on board as an investor (plus Jason's Bestie Chamath). On a brand-new TWiST, Jason and Alex are chatting with Jackson of EMJ Capital about his hunt for elusive 100 baggers (stocks that return 100-to-1). PLUS we're chatting with Weave Robotics' Kaan Doğrusöz about designing practical domesti...

Today's show: On a special edition of TWiST, Alex presents a trio of TWiST 500 interviews. First up, Medium CEO Tony Stubblebine on the company's new Really Simple Licensing (or RSL) initiative, and how it's helping to compensate writers for their content. THEN, Human Native CEO Dr. James Smith joins for an even deeper dive on AI licensing, why a writer's content isn't just DATA to them, and why t...

Today's show: There are new LAUNCH Accelerator and Founder U cohorts this week, and Jason's running down some of his favorite new startups. PLUS Alphabet is the latest member of the $3T club, why Eric Schmidt was SO RIGHT about remote work, Robinhood is opening up private companies to more investors, Polymarket adds earnings reports, how Jason wagered on The Emmys this year, and MORE! Timestamps:...

Today's show: On Friday's TWiST, Jason, Alex, and Lon look back at some highlights from this week's big All-In Summit in Los Angeles, including a fiery, no holds barred presentation from Palantir CEO Alex Karp, Elon Musk delving into the key challenges facing Optimus, and Tucker Carlson debating Mark Cuban on Ukraine. PLUS… why schools may start blocking social media apps, the FTC's new investigat...

Jason sits down with Wilson Sonsini partner Chris Paniewski for a special Startup Legal Basics on one of the thorniest questions in tech right now: how copyright law applies to AI training data. Chris has worked on some of the biggest AI deals ever — including Scale AI's $14B+ partnership with Meta and OpenAI's $6.5B acquisition of Jony Ive's design studio — and brings practical, on-the-ground ins...

Today's show: In this founder-focused episode of This Week in Startups, we sit down with Republic's Kendrick Nguyen to learn more about the company's efforts to make the private markets accessible to the common investor. Best known for its work in equity crowdfunding, the Valor-backed startup now offers access to secondary shares, tokenized assets, and much more. Following, TWiST spoke with Positr...

Today's show: In this TWiST founder triple-shot, Alex digs into the real-world rollout of AI agents: Paid.ai 's Manny Medina explains agent economics and value-based pricing, iTruckr's Camilo Ramirez shows agents booking loads and coordinating drivers, and Tenax's Elise Myrans demos computer vision + drones that score a single home's wildfire/flood risk for smarter underwriting—plus live office-ho...

Today's show: Jason heard Lina Khan on The Bulwark and got a little fired up. Plus Google doesn't have to invest in Chrome… or basically do much of anything… Atlassian picked up not just any browser company but THE Browser Company… Follow-up thoughts on that MIT "companies aren't using AI" study… AND Jason's "two stock markets" theory. It's a can't-miss Friday TWiST. Timestamps: (00:00) Sony respo...

Today's show:Wilson Sonsini Partner Becki DeGraw returns to Startup Legal Basics with Jason. This time, they dive into the "have" companies — the breakout startups with multiple term sheets, competitive valuations, and unusual deal terms. From founder voting proxies to mandatory follow-on investment clauses, Becki breaks down the creative "off-menu" structures showing up in today's financings, and...

Today's show: Jason and Alex are joined by Nuro's Dave Ferguson to unpack the Lucid–Uber–Nuro deal aiming to launch fully driverless Gravity SUVs on Uber by 2026. They dig into why off-the-shelf sensors and Nvidia's Thor chip drive costs down, how mapping 150 cities improves safety, and why lidar still matters for night and edge cases. Plus: lessons from Cruise's collapse, how regulators think abo...

Today's show: Find out why it's important to "get curious," and more deep founder insights on a new TWiST. Jason and Alex are back with a look at Robot vs. Human violence spilling out into the streets, Elon Musk's vision for humanoid robots, and a reconsideration of Apple's open-source AI models. Is the hardware giant not getting enough credit for its smaller-scale innovations? Plus Grok has anoth...

Today's show: *"KPop Demon Hunters" is one of the year's biggest smashes… AFTER Sony sold it off to Netflix for cheap! Hear about what went wrong with one of the year's worst deals… PLUS Grok is counting on SPEED to help it outpace rivals… How Rep. Ritchie Torres (D-NY) ran into trouble on the podcast circuit… Nvidia's big earnings report, and why everyone is watching that company in particular SO...

Today's show:Wilson Sonsini Partner Becki DeGraw returns to Startup Legal Basics with Jason to break down what's happening in today's startup market. From excess dry powder on the VC side to companies struggling to "grow into" their valuations, Becki shares what founders need to know about deal terms, pay-to-play provisions, and the shift from the 2021 heyday to today's more structured environment...

Today's show: On a brand-new TWiST, Jason and Alex are asking why there are SO MANY note-taking AI apps? Plus another death has been linked to ChatGPT… is it too easy to get past chatbot guardrails? Why Donald Trump Jr. is joining Polymarket…. How the US Navy could catch up with its international rivals… AND should Apple just buy a big AI company to help them catch up? All that PLUS a visit from C...

Today's show: On an upbeat and optimistic new TWiST, Jason and Alex are debating why any new innovation or technology gets hit with a wave of bitter cynicism. PLUS Jason defends the government taking shares of Intel, explains the importance of interoperability, and predicts how AirBnB's Joe Gebbia will upgrade the US government's website design. All that PLUS thoughts on the Netskope IPO, Perplexi...

Today's show: Terra's collapse, Powell's pivot, and OpenAI's explosive growth all collide in this TWiST deep dive. Do Kwon has pled guilty after Terra/Luna's $60B implosion, Fed Chair Powell hints at a September rate cut, and OpenAI has officially crossed $1B in monthly revenue (on a $12B run rate). Jason and Alex unpack what this means for founders, LPs, and the next wave of AI + crypto. They als...

Today's show: In this TWiST 500 double feature, Alex sits down with two breakout founders: Chalk's Marc Freed-Finnegan & Tollbit's Toshit Panigrahi! First, Chalk's CEO Marc Freed-Finnegan is tackling one of AI's biggest bottlenecks—data freshness. Instead of relying on stale batch jobs, Chalk delivers real-time pipelines for inference compute, automatically transpiling Python into C++/Rust so it c...

In this AI Basics episode, Jason sits down with Matt Rouif, Co-founder & CEO of Photoroom — the AI photo editing app with 300M+ downloads and 5B images processed annually. They break down: Why Photoroom built its own specialized AI models How they grew from a scrappy startup to $50M+ in revenue Lessons in product-led growth (from eBay sellers to DoorDash & Amazon) Red-teaming, brand safety, and bu...

Today's show: We're back with two insightful new TWiST founder interviews. First up: Dean Leitersdorf of Decart tells us about squeezing maximum productivity out of your GPUs. But it's not all talk: he also shows us the incredible open world model that can magically transform live footage. THEN! Jason and Alex chat with Syncere AI founder Aaron Tan about Lume, his robotic lamp device that went vir...