This Week in Startups

• Why Medium is HIDING from AI | E2179

  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 the company is pivoting away from its old marketplace model.FINALLY, Jason Marks of TELO Trucks stops by to show off his EV mini-truck, walk us through why people need a powerful but tiny truck, and explain why they’re building trucks right here in the US of A.Timestamps:(0:00) Intro: It’s a trio of TWiST 500 interviews today!(02:57) Alex chats with Medium CEO Tony Stubblebine(04:54) Why Medium’s more worried about HIDING from AI than anything else(10:24) Nexos.ai. Stop Shadow AI in its tracks with the unified platform for secure AI adoption and productivity. Try it with a free 14-day trial at nexos.ai/twist.(11:27) Show Continues…(15:02) What is RSL and why aren’t AI companies offering publishers a good value?(19:58) Gusto. Check out the online payroll and benefits experts with software built specifically for small business and startups. Try Gusto today and get three months FREE at Gusto.com/twist.(20:59) Show Continues…(22:03) How Medium calculates its revenue split with writers(26:57) Alex welcomes Human Native CEO/founder Dr. James Smith.(27:34) Writers see their content as their life’s work, but tech co’s just see DATA(30:01) DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to DevStats.com/twist(31:06) Show Continues…(33:01) Why H.N. is pivoting away from licensing and the marketplace model(47:23) TELO Trucks CEO Jason Marks joins the show(48:25) What is a “mini-truck” and why they’re TELO’s focus(52:28) Why TELO is building their EV trucks right here in the US(54:42) Why towing capacity still matters, even on a mini-truckSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:Nexos.ai. Stop Shadow AI in its tracks with the unified platform for secure AI adoption and productivity. Try it with a free 14-day trial at nexos.ai/twist.Gusto. Check out the online payroll and benefits experts with software built specifically for small business and startups. Try Gusto today and get three months FREE at Gusto.com/twist.DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to DevStats.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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• Robinhood Venture Fund, Polymarket adds earnings, and LAUNCH Accelerator 35 is here! | E2178

  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:(0:00) It’s kickoff day for LAUNCH Accelerator 35 AND Founder University!(02:32) Let’s talk about some new companies. Jason runs down the LA35 line-up and why he’s excited about these awesome startups.(10:33) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist(11:57) Show Continues…(19:50) Squarespace - Turn your idea into a beautiful website! Go to http://www.squarespace.com/twist for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain.(21:05) Show Continues…(27:43) Lemon.io - Hire pre-vetted remote developers and get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(28:58) Looking back at Jason’s solar energy rematch vs. Energy Sec. Chris Wright.(31:23) Why Jason thinks solar power (+nuclear) is the future.(41:03) Why Alphabet is the latest member of the $3 trillion market cap club.(46:40) Jason says Eric Schmidt was right about work from home culture(48:51) How Robinhood is giving everyday investors access to private companies(51:44) Polymarket introduces prediction markets for corporate earnings.(53:58) Why Jason loves prediction markets… and how he gambled on the Emmys this year.Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twistSquarespace - Turn your idea into a beautiful website! Go to http://www.squarespace.com/twist for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain.Lemon.io - Hire pre-vetted remote developers and get 15% off your first 4 weeks of developer time at https://Lemon.io/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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• All-In Summit Highlights, Schools Could Block Social Media, FTC Chatbot Investigation, and Zoox hits Vegas | E2177

  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 investigation into social chatbots, AND omnidirectional Zoox robotaxis are headed to Las Vegas.Timestamps:Welcome back to TWiST!(1:52) Jason’s thoughts on the killing of Charlie Kirk(10:34) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(10:52) Show Continues …(12:15) Reacting to All-In Summit highlights (Elon Musk, Alex Karp, Tucker Carlson, Mark Cuban)(21:23) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit https://www.aws.amazon.com/startups/credits(22:18) Show Continues …(26:09) Palantir, Alex Karp, and debate dynamics(31:03) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist(32:13) Show Continues …(45:03) How the internet used AI tools to make sense of Charlie Kirk’s death(56:22) Why Jason thinks it’s smart to block social media during school hours(1:03:43) The FTC chatbot investigation leaves out Anthropic’s Claude… here’s why(1:13:27) Zoox robotaxis make their Vegas debut… Here’s how they’re different from Waymo(1:19:38) Are Tesla robotaxis headed for CA soon? Polymarket says… maybe(1:27:21) Closing remarks and banterSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWISTAWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit https://www.aws.amazon.com/startups/creditsPublic - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

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

  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 insights from advising leading AI companies.In this episode, Jason and Chris cover:Why AI copyright law is unsettled and will take years to shake outThe difference between training data and output in legal termsHow “fair use” really works (and why it’s a defense, not a permission slip)The risks of scraping vs. licensing, and why open source ≠ free useHow investors are diligencing AI startups around training dataWhy startups must think differently once they’re funded vs. hacking in a dorm roomWhether you’re building an AI product, investing in one, or just trying to understand where the law is headed, this conversation breaks down the real legal risks every founder should know.Timestamps:(0:00) Jason introduces the Startup Legal Basics series & Chris Paniewski(1:25) Why AI copyright law is unsettled(3:40) Training data: scraping vs. licensing(6:05) Open web ≠ open license; pitfalls around terms of service(8:15) Investor diligence & risks around training data(11:00) Open source & Creative Commons: common founder mistakes(13:25) “Fair use” explained: the four-part test(15:45) Why most disputes never make it to case lawCheck Out Wilson Sonsini: https://www.wsgr.comCheck out all of the Startup Basics episodes here: https://thisweekinstartups.com/basicsFollow Chris:LinkedIn: https://www.linkedin.com/in/christopher-paniewski-09331a59/Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com

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

  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 Positron CEO Mitesh Agrawal to learn more about his company’s inference-focused AI compute hardware. Related to fellow TWiST500 company Etched, Positron is building custom chips to take on the computing work required to deliver your AI query results faster and with less power draw than what GPUs can offer. With AI inference compute demand rising, the fellow Valor-backed startup has even more powerful systems coming to market in 2026 that have our hopes up that the AI cost curve can continue to point downward.Timestamps:(0:00) A future with more efficient and accessible intelligence(0:41) the following sponsors are mentioned: AlphaSense, Vanta, and Oracle Cloud Infrastructure(1:26) Introduction to the episode and the two featured companies, Republic and Positron(2:43) The history and purpose of Republic, a financial crowdfunding platform(5:39) Discussion of the current state and growth of equity crowdfunding(9:19) Kendrick Nguyen explains Republic's role as a financial infrastructure company, not a competitor to venture capital firms(11:17) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠ (12:25) Republic's different products, Republic Capital and Republic Venture, are explained(14:00) The challenges and progress of secondary trading for non-accredited investors(20:14) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(21:21)The concept of a unified "e-finance" infrastructure is introduced(25:45) Positron CEO Mitesh Agarwal discusses the future of AI chips and the limitations of current GPUs for inference workloads(31:12) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twist(32:22) Discussion on the inefficiency of GPUs for inference and how Positron's Atlas system addresses it(38:30) Positron's strategy of using their Atlas system to prove their technology and generate revenue(42:51) The market shift from AI training to inference and the future of Positron's chips(51:14) The confidence in Positron's capital efficiency and their ability to compete with NVIDIA(52:47) Positron's focus on linear algebra acceleration rather than just transformersSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:04) Netsuite - Download the ebook CFO’s Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(21:20) Coda - Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist(31:43) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com🎥 Watch the full episode here 👇

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