This Week in Startups

This Week In Startups is made possible by:Caldera + Lab - http://calderalab.com/TWISTCrusoe Cloud - https://crusoe.ai/buildUber - http://uber.com/twistToday’s show: Why did a power outage in the Bay Area cause Waymos to pile up on city streets?Jason was actually in San Francisco to take in the spectacle of Waymos blocking traffic. But why did this happen? And can we look forward to a day when automated cars are more graceful and coordinated than ballet dancers performing “Swan Lake”? We’re asking the tough (and also culturally erudite) questions!PLUS self-driving cars are coming to London, Coinbase’s buying spree continues, another entrant in our nearly-complete Gamma Pitch Deck Competition, AND why Jason predicts that Google is going to buy UBER!You won’t want to miss this holiday TWiST!Timestamps:(00:00) It’s a holiday TWiST! Jason’s calling in from vacay in Lake Tahoe.(03:11) Jason was in SF for the great Waymo power outage!(06:06) Why Jason says one day Waymos will be better coordinated than dancers in “Swan Lake”(07:33) We predicted Starlink coming to every Tesla nearly 3 years ago!(09:05) Caldera + Lab: Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to http://calderalab.com/TWIST and use TWIST at checkout for 20% off your first order.(11:29) Jason calls what Tesla’s Optimus team is planning “otherworldly”(14:39) Why Jason thinks we’re all going to live in an “Opt-In Truman Show” someday soon(18:52) Baidu, Lyft, and Uber bring self-driving cars to London… they don’t have them already?!(20:49) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(24:02) When do we get to 50% of all rides being done by autonomous vehicles… and how many robotaxis will that take?(27:50) Why Jason thinks Google is going to buy… UBER?!(31:12) Uber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/twist(32:30) Will it eventually come down to which car can drive a mile for the cheapest?(35:08) Coinbase picks up The Clearing Company, which makes frameworks for prediction markets(39:50) How much did the biggest AI models improve this year?(44:09) Who’s going to actually buy Warner Bros? We’re checking the Polymarket.(47:06) GAMMA PITCH w/ Jonathan Sherman of Lumix Ads(51:00) Why Jason says Jonathan’s pitch is a 9.5 out of 10(52:50) What Jason looks for in a founder: “a big audacious vision”(54:18) How Lumix (safely) collects users’ “mobile ad ID” on the go to identify themSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(09:05) Caldera + Lab: Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to http://calderalab.com/TWIST and use TWIST at checkout for 20% off your first order.(20:49) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(31:12) Uber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/twist

This Week In Startups is made possible by:Luma AI - https://lumalabs.ai/twistNorthwest Registered Agent - https://www.northwestregisteredagent.com/twist Lemon IO - https://lemon.io/twistToday’s show: DID YOU KNOW… most of the tried and true techniques devised by marketing gurus in the ‘40s and ‘50s still apply today?On TWiST, we’re joined by online marketing expert Sam Parr, host of “My First Million” and founder of Hampton. He’s sharing all of his top tips and tricks for making your writing more compelling, and converting your readers into new customers.In this essential pod for any and all founders, hear Jason and Sam run down their list of the best-ever marketing books, why there’s no such this as “too long” only “too uninteresting,” when to use AI and when to rely on your own brain, why you’re the average of your five best friends, and lots more deep insights.Timestamps:(00:00) Sam Parr of The Hustle, Hampton, and My First Million is here to teach us how to become better copywriters(03:59) How Sam got interested in the (then-shady) world of internet marketing(06:26) Why Sam recommended THESE advertising books to Jason(08:15) All the principles that ad execs developed in the ‘50s still work!(09:43) Glengarry had it right; the magic of A.I.D.A.(11:19) Luma AI - Stop guessing and start directing with Ray3 Modify from Luma AI, the AI-powered post production tool. Explore it at: https://lumalabs.ai/twist(14:30) There’s no such thing as “too long,” just “too uninteresting”(16:15) The goal is to write at a 4th grade reading level(18:12) Why Sam only uses AI for “The Big Idea,” not the actual writing(19:37) Why you’re the average of your five best friends(21:14) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(22:15) Using AI to dig in and research, to make your writing more interesting(23:42) CopyWork: The technique that helped Sam fine tune his writing(28:41) Avoiding “The Feature Death March”(30:56) Lemon.io - Get 15% off your first 4 weeks of developer time at https://lemon.io/twist(32:00) Words are better than images, but videos are better than anything(34:43) Why stories make such a huge impact(37:36) Sam and Jason are both obsessed with the book “How to Be Rich”(43:02) First World Problems are still problems!!(44:31) Why Sam launched Hampton and what it takes to get in(47:10) Why scaling a community is so much harder than launching(51:04) The lessons founders can take from Ted Turner(58:36) What Jason likes best about My First Million(1:00:28) It’s never too early to get your first $10 million(1:04:07) How accurately did Producer Claude guess what Sam was going to teach us?*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: [https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(11:19) Luma AI - Stop guessing and start directing with Ray3 Modify from Luma AI, the AI-powered post production tool. Explore it at: https://lumalabs.ai/twist(21:14) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(30:56) Lemon.io - Get 15% off your first 4 weeks of developer time at https://lemon.io/twist

This Week In Startups is made possible by:LinkedIn Ads- http://linkedin.com/thisweekinstartupsSquarespace - https://squarespace.com/twistEnterpret - http://Enterpret.com/twistToday’s show: How do top tech CEOs hire? AI has thrown out the playbook for getting hired — so what are the most innovative firms looking for? Anyone can learn any skill and automate much of it, what is to be valued in the modern labor market?On our first AI Roundtable episode of TWiST, Jason is joined by three top tech CEOs: Wade Foster (Zapier), Mikey Schulman (Suno), and Ali Ansari (Micro1). They each give their perspective on the tech talent wars and how to get hired in 2026.The resounding answer on how to get a job? JUST START DOING THE JOB! If you want to be a designer, start sending designs to companies you want to be hired by — don’t just sit around waiting to be hired. The biggest value you can bring is a “high agency” mindset to your company and the role. Show you get after it!They are also hitting on:- How AI is getting used to make music today- The tech industry’s communication problem- How to raise kids in the age of AITimestamps:(00:00) It’s our first ever “This Week in AI” Roundtable, and we’ve got an amazing panel(05:50) How Meta and OpenAI skew how everyone thinks about compensation(09:37) The importance of looking beyond SF for talent(10:24) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(14:39) Is AI making more people seek out developer jobs?(18:36) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist(19:36) When design becomes its own bottleneck… and some workarounds.(22:37) It’s not how much you know, it’s how adaptable you are(24:10) The best way to get hired: just start doing the job(30:09) Why Ali says we’re entering the "Post-Training"(31:34) Enterpret - Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to http://Enterpret.com/twist to book a demo and see it in action.(33:32) Understanding the value of your company’s data and using it to get better outputs(41:14) Mikey calls Suno the “GLP-1s of the music industry”: everyone uses it but no one admits it(46:39) Mikey Talks break out AI artists like Xania Monet(49:32) Questions raised about how AI will effect job markets(54:43) How AI and robotics will unlock new jobs and opportunities(58:48) Possible solutions to the AI and automation question.(01:04:03) Technology's communication problem and how to fix it.(01:05:24) Are people replacing their friends with AI?(01:08:11) How CEOs are thinking about raising young kids in the world of AI.(01:12:21) Lightning round on AI agents, workflows vs. agents(01:16:49) Trapped value in sales calls, questions, company meetings that are unlocked by AI(01:22:10) How Ali pitched the LAUNCH team outside of a Jeni's Ice Cream storeSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Jason:X: https://twitter.com/JasonThank you to our partners:(10:24) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(18:36) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist(31:34) Enterpret - Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to http://Enterpret.com/twist to book a demo and see it in action.

This Week In Startups is made possible by:Vanta - https://www.vanta.com/twistNetSuite - https://www.netsuite.com/twistLemon.io - https://lemon.io/twist*Today’s show: Domestic robots have never been hotter… so why is iRobot in so much trouble?!On TWiST, we’re investigating the recent troubles facing the automated vacuum robot, Roomba. We’ve all seen these little discs sweeping up our friends’ floors… but now the company behind them is running out of cash.What happened to iRobot, and would things have turned out differently if they had been sold to Amazon back in 2022?PLUS why Jason thinks you should spend your disposable income on investing… Is Alex still a journalist, and what does that actually mean for his portfolio?… Are founders and investors too cautious when it comes to signaling risk?… Why did all those internal Pipe documents leak online?… And MUCH MORE!Timestamps:(00:00) Why Jason loves Incentivizing New Ventures and Economic Strength Through Capital Formation!(09:48) Jason warns “no one is coming to help you with your job loss”; you’re on your own!(10:21) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(13:05) Why Jason thinks laid-off HR folks should be starting their own “micro-funds"(14:13) Does Alex consider himself a journalist? Is it unethical for him to invest in companies? (Let’s get INTO IT.)(16:02) You can’t become complacent when you’re in the lead!(20:03) Why you should use disposable “entertainment” income on investing(22:32) Netsuite - Get the free business guide Demystifying AI at https://www.netsuite.com/twist(23:36) $9B in new funds?! What is Lightspeed up to?(26:10) Is everyone too cautious about “signaling risk”?(28:39) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(31:21) How does Jason think those Pipe documents leaked? And WHY?(38:15) The critical importance of diversification(39:35) iRobot went BANKRUPT! Who killed the Roomba?(44:47) Are there ANY potential deals that would bother Jason? It’s all about market share.(48:18) HuggingFace is moving major Reachy Minis! How open source turns everything upside down.(53:22) How Polymarket will decide when/if the AI bubble “bursts.”*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(10:21) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(22:32)  Netsuite - Get the free business guide Demystifying AI at https://www.netsuite.com/twist(28:39) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twistGreat TWIST interviews: Will Guidarahttps://youtu.be/pvJa2pzuXWQEoghan McCabehttps://youtu.be/9dHN4YFkgv4Steve Huffmanhttps://podcasts.apple.com/us/podcast/reddit-ceo-steve-huffman-on-mod-revolt-building-a/id315114957?i=1000617333424Brian Cheskyhttps://podcasts.apple.com/ca/podcast/airbnb-ceo-brian-chesky-on-early-rejection-customer/id315114957?i=1000611761112Bob Moestahttps://youtu.be/y2UMzSqX94QAaron Leviehttps://podcasts.apple.com/ca/podcast/box-ceo-aaron-levie-breaks-down-box-ai-and-generative/id315114957?i=1000612384545Sophia Amorusohttps://podcasts.apple.com/ca/podcast/sophia-amoruso-on-branding-raising-a-fund-portfolio/id315114957?i=1000601352978Reid Hoffmanhttps://podcasts.apple.com/ca/podcast/reid-hoffman-on-ais-crescendo-moment-regulation-and/id315114957?i=1000612548498Frank Slootmanhttps://podcasts.apple.com/ca/podcast/snowflake-ceo-frank-slootman-on-moving-the-needle-win/id315114957?i=1000602560622

This Week In Startups is made possible by:LinkedIn Ads - http://linkedin.com/thisweekinstartupsDevStats - https://www.devstats.com/twistCrusoe - https://crusoe.ai/buildToday’s show: FINALLY, you can hang out with Kylo Ren and Olaf the Snowman… thanks to the magic of AI.On TWiST, we’re digging into the mega OpenAI-Disney deal. Mickey is giving Sam Altman a $1 billion investment AND will allow is copyrighted characters to appear in Sora and ChatGPT images.Of course, Jason predicted this would happen WAY BACK during the summer months and even showed off his “Darth Calacanis” creation on the “All-In Podcast.”PLUS Amazon has been launching and pulling AI features from Prime Video… what gives? Jason’s predictions on the coming AI blowback and who’s on what side. Why he’s so focused on Education, Health Care, and Housing as issues. AND why founders should always take calls from Big Companies, even if it might just be a fishing expedition.It’s a new Friday TWiST! Check it out!Timestamps:(00:00) Lon joins Alex and Jason to talk about the big Disney-OpenAI deal bringing Disney characters to Sora(03:10) Jason totally called the Disney-OpenAI stuff on All-In(9:42) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(18:59) DevStats - DevStats integrates your dev work and your business goals into a shared language that everyone can understand. Get 20% off, plus access to their dedicated Slack channel. Just go to https://www.devstats.com/twist.(20:15) Why Amazon Prime Video pulled its AI recaps and anime dubs(24:44) Who gets to set the rules around AI: The Debate Continues(26:13) Jason’s predictions on the AI blowback coming in 2026… with clips!(30:11) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(31:21) Is AI here to help people or replace them?(35:55) It’s all about EHH: Education, Health Care, Housing(40:47) How all of this and MORE will be impacted directly by AI automation(45:35) Why Alex wants to lower the temperature around AI Doomerism(51:19) JUST FOR FOUNDERS: When should you take a call from a BigCo?(53:45) Why Jason thinks just about everyone in media will lose to TikTok and YouTubeSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(9:42) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(18:59) DevStats - DevStats integrates your dev work and your business goals into a shared language that everyone can understand. Get 20% off, plus access to their dedicated Slack channel. Just go to https://www.devstats.com/twist.(30:11) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.

This Week In Startups is made possible by:Uber -  http://uber.com/twistPilot - https://pilot.com/twistNorthwest Registered Agent - https://www.northwestregisteredagent.com/twistToday’s show: Boom is still making supersonic jets but ALSO plans to start selling their turbines as power sources for AI data centers. It’s a perfect example of problem-solving on the go and how “the best founders… MAKE IT HAPPEN.”Join us for another insightful VC roundtable episode, featuring special guests Bryan Kim (a16z) and David Clark (Ven Cap).They’re discussing why Boom’s turbine announcement is about necessity AND opportunity PLUS…- Why we might NOT be in an AI bubble after all- Promoting your startup without spending your entire runway on marketing- Why founders need to be RELENTLESS- Bill Gurley’s classic response about Uber’s Total Addressable Market- AND LOTS MOREBill Gurley’s iconic “Miss By a Mile” post: https://abovethecrowd.com/2014/07/11/how-to-miss-by-a-mile-an-alternative-look-at-ubers-potential-market-size/Link to David’s LinkedIn (including the AI Bubble chart): https://www.linkedin.com/feed/update/urn:li:activity:7404139606398443520/Timestamps:(02:11) It’s a VC Roundtable with special guests Bryan Kim (a16z) and David Clark (Ven Cap)(03:07) Why Bryan is leading a Series A into learning app Oboe(06:20) Calculating a startup’s value to make everyone “somewhat unhappy”(09:19) How Oboe hits a lot of the same metrics that LAUNCH looks for in startups(11:58) Uber AI Solutions - Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/ai-solutions(12:57) How funds decide when to cash out and lock in some DPI(18:12) When some LPs want to sell and others want to buy…(19:57) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year. (24:07) Is the threat of AI job displacement boosting self-improvement apps?(27:37) Why Jason says we’re all standing on the shoulders of Bill Gurley(29:46) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(31:28) Boom’s turbine pivot, and why it’s about necessity AND opportunity (in that order)(34:14) THE BEST FOUNDERS find a way to make it happen!(39:10) So… are we in an AI bubble? David says NOT NECESSARILY! Checking out the actual metrics.(44:36) We’re still SO EARLY in AI… We’re still seeing mostly skeuomorphic uses! (It’s a real word!)(48:06) William Gibson was right: “The Street finds its own uses for things”(51:11) How AI startups should think about margins(55:58) Why LAUNCH tells founders to “start at the high end”(57:33) Should founders spend a lot of $$$ on marketing in 2025? The panel disagrees!(1:00:05) Momentum vs. Product Release Velocity(1:03:26) It all comes back to the “relentlessness of the founder”(1:05:17) Our panel’s hopes and dreams for the coming year*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(11:58) Uber AI Solutions - Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/ai-solutions(19:57) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year. (29:46) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!

This Week In Startups is made possible by:Goldbelly - Goldbelly.comEvery.io - http://every.io/Zite - zite.com/twistToday’s show:Today, Zapier’s a multi-billion company helping enterprises integrate AI agents and other time-saving shortcuts into their workflows… but we had the founder on TWiST when they were just getting started!In a 2016 chat, founder Wade Foster walked JCal through their 2012 seed round, running a small entirely remote team with no HQ, the complexities of building a tool that relies on third-party APIs, and why Microsoft Office was the “Holy Grail” for his integration software.PLUS we’ve got a new entrant in your Gamma Pitch Deck competition! Tour CEO/CTO Amulya Parmer tells us how his app is saving property managers time and grief, while eliminating “looky-loos” and increasing their “hit rate.”FINALLY, Alex chats with Tomas Puig of TWiST 500 marketing analysis startup Alembic. It turns out, LLMs aren’t ideal for scrutinizing marketing campaigns because they lack the requisite historical data. Find out how they’re using Spiking Neural Networks (SNN) to dig deeper than GPT and Claude can go.Timestamps:(02:40) Amulya from Tour opens the show with praise for Jason(03:34) Tour’s 2-minute Gamma pitch: automated property tours for managers(06:47) Why Jason thinks Tour is an ideal tool for Gen Z(10:01) Goldbelly - Goldbelly ****ships America’s most delicious, iconic foods nationwide! Get 20% off your first order by going to Goldbelly.com and using the promo code TWiST at checkout.(13:32) How Tour can eliminate “looky-loos” and increase the “hit rate”(14:38) Why Tour prices based on individual properties and apartments(19:13) Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit every.io.(20:23) Jason wants to sprinkle some AI into Tour(24:29) Welcoming Tomas Puig from Alembic(25:12) Does epic-scale brand marketing actually pay off for these brands?(27:27) The hardest thing about being a marketer…(28:31) Alembic’s origins: organizing huge unstructured data sets(30:18) Zite - Zite is the fastest way to build business software with AI. Go to zite.com/twist to get started.(31:27) Case Study: making sense of Delta’s Olympics data(33:37) Applying simulation models and supercomputers to marketing data(35:48) How Spiking Neural Networks (SNN) help Alembic spot trends and link causal relationships(41:13) The key advantage of training models on private data(43:16) Building their own clusters vs. renting(44:41) “You don’t ask if you have Product Market Fit… You hold on for dear life.”(46:28) Flashback with Alex and Lon to Jason’s 2016 chat with Wade Foster of Zapier(54:48) The dangers of building atop other platform’s APIs(01:03:00) What Zapier learned pre-pandemic about leading remote teams(01:13:12) Why MS Office was the “Holy Grail” for early ZapierSubscribe 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:(10:01) Goldbelly - Goldbelly ****ships America’s most delicious, iconic foods nationwide! Get 20% off your first order by going to Goldbelly.com and using the promo code TWiST at checkout.(19:13) Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit every.io.(30:18) Zite - Zite is the fastest way to build business software with AI. Go to zite.com/twist to get started.Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartups

Lon Harris, an editorial director and media commentator, dives into the buzz around ads in ChatGPT, revealing it was just a Target integration invitation. He discusses the implications of AI ads and whether OpenAI is waiting for competitors to jump in first. The conversation shifts to the Warner Bros Discovery-Netflix deal, unpacking its complexities and strategic motives. They also touch on the potential of antitrust concerns in future mergers, framing it all within the rapidly evolving media landscape.

This Week In Startups is made possible by:Sentry - http://sentry.io/twistLinkedIn Ads - http://linkedin.com/thisweekinstartupsPipedrive - pipedrive.com/twistToday’s show:Netflix wants to gobble up Warner Bros. Do they just want to own Batman and Harry Potter, or is this secretly about destroying movie theaters?Sure, this is usually a startup show, but news THIS BIG warrants attention! So Lon stops by to tell Jason and Alex about the big Netflix acquisition news, why so many theatrical movie fans are terrified for the future, and why this might face particular regulatory scrutiny both at home and abroad.PLUS… are Googlers gaming Polymarket? This is one scenario in which prediction markets are NOT exactly like stocks.THEN we’re looking at some of our favorite startups from the Fall ‘25 Y Combinator cohort (and asking Producer Claude for his picks)… Considering why Perplexity keeps getting sued and how they can stop it… and doing a victory lap for Jason’s early investment in breakout AI training project Micro1.Timestamps:(02:05) Netflix buying Warner Bros! Jason, Lon and Alex react.(05:04) Jaytrade Update: J kind of missed the boat on this one(05:36) What does this mean for theatrical cinema?(08:42) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(09:52) Jason’s pitch to Disney CEO Bob Iger (please send this to him!)(19:36) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(23:29) Is this deal going to get approval, at home and abroad?(25:52) Are Googlers gaming Polymarket?(28:02) Can you do “insider trading” on a prediction market?(29:23) Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at pipedrive.com/twist(37:00) How accelerators like Y Combinator serve as “finishing schools” for startups(37:52) A Quick Look at some of our fav companies from YC’s Fall ’25 cohort(39:01) Why startups need to “skate to where the puck is going”(40:08) Why sometimes old ideas (like solar-powered aircraft) are often worth revisiting(45:29) Jason’s advice for founders (and investors) in the “feel good” or activist space(50:48) Why Lon, Alex, and Claude ALL thought Hyperspell sounds like a hot startup(52:58) Perplexity getting sued again! Why can’t they make friends!(57:51) Meanwhile, Meta’s signing AI deals with news publications.(59:21) Micro1, which Jason helped to fund, has hit $100M ARR! Why do AI companies need so many experts?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:(8:42) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(19:36) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.(29:23) Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at pipedrive.com/twist

This Week In Startups is made possible by:Northwest Registered Agent - https://www.northwestregisteredagent.com/twistCrusoe - http://crusoe.ai/buildGusto - https://www.gusto.com/twistToday’s show: Delegating is its own unique skill, requiring training and a real investment of time and attention.On TWiST, Jason chats for a full hour with the founder of one of his favorite startups, Athena, which trains online assistants and pairs them with busy founders and executives. (Jason has 2!) But getting the MOST out of your executive assistants is less obvious than it looks. Jonathan unpacks some of the secrets to “Black Diamond Delegating,” and how he manages to keep 6 different high-level helpers operating at once.Plus, Jason and Jonathan look back at the Open Angel Forum days, where Jason invested in Jonathan’s previous company, Thumbtack, praise the “Checklist Manifesto,” discuss the telltale signs you’ve achieved market pull, and lots more insights.Timestamps:(01:53) We’re joined by Jonathan Swanson from one of JCal’s fav startups, Athena!(02:02) Jason and Jonathan first met during the Open Angel Forum, when Jonathan was working on Thumbtack(06:44) Finding the “little touches” that can help make an app more delightful(9:47) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(12:05) The shift from Thumbtack to Athena was all about time(12:52) How Jonathan delegates to 6 exec assistants at once(14:22) Pricing Athena’s EAs: Jason runs the numbers(15:09) Why Athena made Jason believe in hiring assistants again(18:15) Getting past the “Cardinal Sins of Delegation”(19:38) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(20:48) Will AI ever be able to replace Athena assistants?(23:41) Inside how Athena finds and trains assistants from around the world(27:01) How JCal became an Athena Ambassador… and almost crashed the system!(30:55) 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 https://www.gusto.com/twist(32:11) The magic of having assistants work on “backstop projects” and creative tasks(37:14) How to know when you have achieved market pull(40:05) Why getting the most out of delegating takes real investment and training(44:36) More praise for the Checklist Manifesto(46:26) Jonathan gives us a peek at what “Black Diamond Delegation” looks like(52:14) Jason’s early experiences hiring overseas assistants, from the Mahalo days*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelm/*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis/*Thank you to our partners:(9:47) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(19:38) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(30:55) 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 https://www.gusto.com/twist