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This Week in Startups

Author: Jason Calacanis

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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.
1342 Episodes
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Register here for Founder University Japan’s Kickoff 👉🏻 https://luma.com/cm0x90mkToday’s show:The team from Familify had released a well-reviewed storytelling app for kids and parents… but it just wasn’t growing!Then they noticed that Bible stories and faith-based content was particularly popular. So they decided released a brand new app, Theo, just for these sorts of lessons and stories. And the new product overtook Storybook in just a few weeks!It’s a vital lesson for founders… Even if you succeed, you may be able to succeed EVEN MORE. Remain flexible and open to strong new ideas (especially if, like Francisco, your wife suggests them!)PLUS we’re chatting with Collin from En Vérité about how AI can make do diligence much less painful for investors AND checking out our latest Gamma Pitch Deck competitor. Find out why Jason says Jake Triton from Pitch Prfct might just be closing in on Product Market Fit.Timestamps:(5:20) How Storybook, then Theo was motivated by a children’s mental health crisis(5:46) Despite great reviews, Storybook wasn’t growing! Here’s what they did.(7:13) The Power of Experiments: Theo overtook Storybook in popularity in JUST WEEKS(10:04) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:04) Digging in to the decision to flip from all stories to Bible stories(12:34) The difference in how users perceive prayer vs. meditation(14:06) Will they make different Theos for different denominations of Christianity? Other faiths?(14:55) Jason makes the case for the Theo app and its team(19:59) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(21:50) Key lessons for founders from Francisco’s pitch today(26:51) Collin Sebastian from En Vérité joins the show to tell us how En Vérité helps prepare founders for the due diligence process(30:00) Enterpret: Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.(31:03) Jason recalls some diligence horror stories from his past(32:14) Where En Vérité gets their data and how they use it(36:39) What Collin learned from his time at SoftBank(39:44) The Gamma Pitch Deck Competition returns with Jake Triton from PitchPrfct [https://x.com/JakeTriton] @pitchprfctsms(42:29) Why Jason thinks Jake is closing in on Product Market Fit(45:51)How PitchPrfct plans to have AI help build your campaign and workflowSubscribe 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:(10:04) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:59) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(30:00) Enterpret: Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.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/@thisweekinstartups
Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Google and Meta had their cases dismissed (or received a slap on the wrist)… Despite all the backlash and cynicism, AI companies continue making bank and releasing hot new products… What does it all mean?For Jason Calacanis, the signs are pointing to a “major M&A moment,” with huge opportunities for increased efficiency and consolidation among America’s favorite brands and largest companies?Who will it be? Join Jason and Alex for a round of hot speculation.PLUS why Jason thinks Michael Burry is both right and wrong about GPU depreciation, why NOTHING is certain about these OpenAI mega-deals, Google’s Nano Banana Pro can make infographics and they’re VERY impressive… and much more.Timestamps:(1:54) Jason’s calling in from Vegas… He’s doing a hot lap at F1!(3:18) How restaurants are becoming the new Hot IP(6:50) Founder University is heading to TOKYO!(9:27) Why Jason thinks the future of startups is truly global(10:06) Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at pipedrive.com/twist(11:39) Nvidia killed it on the numbers… but what are the vibes around AI? Jason sounds off.(13:05) Why nothing is certain when it comes to the Nvidia/OpenAI deal(19:40) Is Google now WINNING consumer adoption of AI? How did it get this close?(19:57) 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.(26:07) Meanwhile, AI apps are still dominating the iOS Store(27:09) Why Jason and Alex think Michael Burry’s both right and wrong about GPU depreciation(30:13) 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!(37:46) We’re testing out Nano Banana Pro on a BBQ infographic challenge(43:42) What a week for AI models! It doesn’t seem like things are slowing down…(46:12) Kalshi is growing fast, but can it catch Polymarket?(47:50) Is a rate cut coming? Jason and Alex read the tea leaves.(50:13) Why Jason predicts a “major M&A moment” in the next six months(52:09) VIEWER QUESTION: What should a software engineer be working on RIGHT NOW.(54:02) Founder Friday is now… STARTUP SUPPER CLUBSubscribe 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:(10:06) Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at pipedrive.com/twist(19:57) 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.(30:13) 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!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
Today’s show:The race for more compute gets all the headlines, but Mistral AI CEO Arthur Mensch tells us the REAL danger is running out of data!On TWiST, Jason and Alex are chatting with the head of France’s largest foundation AI company, Mistral AI, about how enterprises can get more out of their AI pilots, whether the West is lacking leadership on open-source, why Mistral AI isn’t pursuing every possible kind of AI application, and optimizing your models for performance rather than benchmarks (aka benchmaxxing). Find out what it’s like to run a huge AI company in today’s intense environment!PLUS… why everyone made the wrong call on OpenAI vs. Google… Kraken’s fresh $20 billion valuation… Jason’s urgent message to every company thinking about M&A… and much more!Timestamps:(3:35) Why did everyone get it wrong on Google vs. OpenAI?(10:51) Why Jason thinks drone delivery will make everyone safer(9:52) SQUARESPACE: Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:26) Mistral AI CEO Arthur Mensch joins us! What’s it like to run a foundation model AI company in this intense environment?(14:50) Why enterprises aren’t getting enough value out of AI and how Mistral AI aims to correct this(18:45) Why Mistral AI’s goal is, ultimately, to disappear…(20:19) 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.(22:49) Are Europe and the US lacking leadership on open source AI?(24:53) Mistral AI doesn’t need to compete in every category... how big of an advantage is focus?(27:05) The “two bottlenecks” in Machine Learning: Compute and Data(29:01) How Mistral AI works with human experts to annotate their models, and where they source them from(30:06) 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 https://nexos.ai/twist.(34:24) Is optimizing your model for benchmark tests (aka benchmaxxing) like cheating?(40:08) Will we ever be able to run smaller AI models on our phones?(44:21) When does Arthur think we’ll have truly helpful humanoid robots in our lives?(49:42) Suno lawsuits and why Jason says you should NEVER break the rules, ESPECIALLY with the music industry(54:28) Release the Kraken! They’re now worth $20 billion.(56:48) Jason is going to F1… should he take up the offer and do a dry run?(58:30) How Meta beat the FTC and why Jason is so excited about it(1:01:37) Who should buy Crunchbase?
AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Will the arrival of two hotly-anticipated, intensely powerful AI models snap the Doomer cycle?On a new TWiST, Jason and Alex consider the current AI landscape, one where cynicism about insider mega-deals, fear of job displacement, and concerns about bubble bursts seem to rule the day. Will the arrival of two powerful new models — xAI’s Grok 4.1 and Google’s Gemini 3 — help the industry to course-correct? And how do we decide how much these models have improved anyway?PLUS we’re investigating Cloudflare’s recent downtime and their acquisition of Replicate. Are we heading toward a future in which everyone runs their own models, locally? And how worried should founders get if their products or sites go down for a few hours?Finally, if you’re an investor, and want to come to Jason’s Dim Sum Demo Day in San Francisco, here’s the link: http://launch.co/dimsumTimestamps:(2:01) Why the internet got broadly degraded when Cloudflare went down(5:00) How worried should founders become when their sites go offline?(6:44) Downtime aside, what did Cloudflare want with Replicate?(8:12) Why Jason predicts one day we’ll run our own local language models(9:39) 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.(15:25) How to turn off “Learn From This App” on your iPhone(17:29) Will the arrival of hotly-anticipated new models stop the spread of Doomerism and AI cynicism(20:00) Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit every.io.(23:53) Checking back in with the “Best AI Model” Polymarket… why has ChatGPT dropped so low?(29:43) Zite - Zite is the fastest way to build business software with AI. Build apps, forms, websites and portals that connect to the tools you already use. Go to zite.com/twist to get started.(31:14) ANOTHER AI mega-deal? Nvidia and Microsoft are investing in… ANTHROPIC(33:06) Why so many AI deals now include “up to…” language around investments(35:04) What Jason thinks of Dario Amodei’s warning about white collar job displacement(39:39) If we all agree AI job displacement is coming… what can be done?(45:16) All about Jason’s Dim Sum Investor Demo Day in San Francisco!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:(9:39) 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.(20:00) Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit every.io.(29:43) Zite - Zite is the fastest way to build business software with AI. Build apps, forms, websites and portals that connect to the tools you already use. Go to zite.com/twist to get started.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*Are we finally reaching Peak eVTOL? Jason and Alex on Joby’s big Abu Dhabi moves and Archer’s purchase of LA’s Hawthorne Airport.On a PACKED Monday TWiST, Jason is BACK from MENA and Tokyo. Hear tales from his whirlwind trips launching new Founder University satellite programs… and find out why construction and fintech are BOOMING across the Middle East.PLUS Ramp raised $300M… here’s why Alex calls the round “pretty baller.” We question why AI companies are growing SO MUCH FOUNDER than their SaaS counterparts. We’re digging into the Problem with Dropbox.AND we’re saying goodbye to KitKat, the beloved SF bodega cat who was reportedly run over by a Waymo. Here’s why Jason’s not too broken up about it (but he’s JUST JOKING!)👉  Register here for Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Timestamps:(2:17) Big takeaways from Jason’s MENA Founder University trip(6:54) Why construction and fintech are booming across the Middle East(9:56) Netsuite. The business landscape is very chaotic right now. That’s why you need NetSuite, by Oracle. Download the CFO’s Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(12:35) Everything was very different at Founder University Japan! It’s coming in January.(15:59) Ramp raised $300M at a $32B valuation… why Alex says it’s “pretty baller”(17:15) Ramp says AI agents are making money more intelligent… the heck does that mean?(19:26) We’re building more space for machines than humans now… and why Jason’s not sure this will last(19:48) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(23:41) Why AI is growing SO MUCH faster than even top SaaS companies(25:32) The Problem with Dropbox…(30:21) 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.(32:39) Jason ate his way across Tokyo… here’s all the deets(33:16) RIP KitKat, beloved SF bodega cat killed by a Waymo(39:03) So who SHOULD get to make decisions about local roads?(44:15) Dario Amodei from Anthropic shares Jason’s concerns about AI job displacement(52:02) What’s going on with crypto prices? Is this vibe-based? Just based on the wider economy?(58:14) Viewer questions: What strategies should founders employ in the current fundraising landscape?(1:02:42) Bezos RETURNS to the C-Suite. What IS “Project Prometheus”?(1:10:24) Jason thinks Bezos still returns to Amazon at some point… or runs for President.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:(9:56) Netsuite. The business landscape is very chaotic right now. That’s why you need NetSuite, by Oracle. Download the CFO’s Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(19:48) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:21) 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.Check 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
👉 Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Nox’s new app RPLY reminds you to text your friends back, getting you to iMessage inbox zero.On today’s TWiST, we’ve got Molly Cantillon of Nox, telling us how she plans to make lackadaisical texters (like our co-host Alex) more effective, even if it means breaking into Apple’s walled garden. Hear about how RPLY maps your relationships so that it can understand your messages contextually, and help you stay organized.Then, Gregg Mojica of Alloy Automation swings by the show to dispel some common myths about AI agents. For the most part, these little machine learning helps aren’t truly autonomous… Hear how Alloy’s agents decide when it’s time to bring in a human for help. PLUS is AI in a “lull” right now? Hear why Gregg thinks there’s still a LOT of room for these apps to improve.Finally, it’s another TWiST Flashback. We’re jumping back to 2013 for an eye-opening chat between Jason and Shopify founder/CEO Tobi Lutke. Hear some fascinatingly prescient takes on the rise of SaaS, how early Shopify differentiated itself from other ecommerce and website building solutions, AND why Tobi dreamed of making Ottawa a true tech hub.Timestamps:(02:57) Molly Cantillon of Nox is trying to help you get better at texting(04:01) How RPLY gets even chaotic texters like Alex more organized(05:10) The complexities of entering into Apple’s “walled garden”(07:20) Keeping RPLY safe, in case you’re using it for work!(09:24) Miro - Help your teams get great done with Miro. Check out miro.com to find out how!(11:59) How RPLY uses relationship mapping to understand and prioritize your messages(19:23) Perspective AI - Real insights, straight from your customers, and your first two months are on us. Just go to getperspective.ai/twist.(21:08) Why Nox wants its AI to become “the Invisible OS.”(29:30) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(30:40) We’ve got Gregg Mojica of AI agent makers Alloy Automation(31:42) How the rise of AI agents changed the core of Gregg’s business(34:03) Why most AI agents still aren’t truly autonomous(35:00) How Alloy’s agents decide when to bring in a human for help(37:02) Why the rapid acceleration of AI development has made some enterprises pump the brakes(39:00) Is AI in a “lull” right now? Why Gregg thinks there’s still room to improve.(40:31) How close are we to AI apps going truly mainstream?(43:41) Why Alloy Automation didn’t raise a massive round like so many of its AI peers? (Or are they?!)(46:48) The difficulty of hiring in today’s AI landscape(50:21) In today’s TWiST Flashback, we’re revisiting Tobi Lutke of Shopify’s appearance from way back in 2013!(52:11) Why Shopify switched from selling snowboards to storefronts(59:37) Turning Ottawa into a tech hub, and the “secondary market” theory(1:05:32)The constant tension between growing your global footprint and expanding your features(1:08:52)Who were Shopify’s actual rivals?
👉 Register here to join the kickoff: https://luma.com/cm0x90mkToday’s show:Just getting our stuff into orbit isn’t enough… Orbital Operations wants to help companies take things HIGHER.In today’s TWiST 500 interview, Alex chats with Ben Schleuniger, whose startup Orbital Operations is solving the complexity of space logistics. The advent of reusable rockets has made it easier and cheaper than ever for us to place objects in Low Earth Orbit (or LEO).But what if we want to reach higher orbits? That’s a much more challenging issue: space is already kind of CROWDED, and not all of our vehicles can carry enough fuel to power them that far out into the cosmos.Orbital’s fix? Cryogenic orbital maneuvering vehicles (or OMVs) like the Astraeus, which uses hyper-efficient propulsion systems, allowing them to travel further and faster speeds, and even potentially get refueled in orbit.Learn more about this fascinating tech PLUS we’re looking back at classic Jason interviews with Greg Brockman of OpenAI and Vlad Tenev of Robinhood, AND checking in with Oliver’s latest This Week in AI demo for Character AI’s blockbuster conversational chatbots.Timestamps:(02:56) Alex opens the show with Ben Schleuniger, co-founder of space tech startup Orbital Operations(03:47) Why is movement within orbit such a challenging problem?(4:28) The key importance of launch vehicle reusability(07:05) How Orbital’s Astreaus vehicle utilizes cryogenic propellants… and why(08:49) The secret to keeping those propellants cool(10:04) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(13:57) How Orbital is preparing for their Series A, and how they plan to spend the cash(20:37) 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!(28:09) TWiST FLASHBACK: Revisiting OpenAI Greg Brockman’s visit from 2018(31:31) 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.(37:57) How GPUs unlocked the AI revolution(35:02) Tackling early concerns about deepfakes(41:17) Looking ahead to the dawn of AGI(50:05) AI DEMO: Oliver stops by to walk us through Character AI’s key features(50:51) Watch as Oliver simulates a chat with former President Barack Obama(53:30) How to use ChatGPT to enhance your Character AI prompts(56:57) TWIST FLASHBACK with Robinhood’s Vlad Tenev from May 2017(57:14) Back then, Robinhood was valued at a mere $1.3 billion!(59:21) How Robinhood made financial transactions SO MUCH FASTER than they used to be(1:00:57) When Robinhood realized they had Product Market Fit… via Hacker News!(1:06:44) The magic of being better, faster, and cheaper(1:08:12) This segment was filmed BEFORE Robinhood offered crypto(1:11: 08) Jason’s Eagle Computer Speech and how to avoid “Taj Mahal Syndrome”Check 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/alexwilhelmThank 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/TWISTNorthwest 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!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.
Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:Find out why AI is perfectly suited to legal tasks… despite being too fast for “billable hours”On today’s TWiST, Alex takes a deep dive into LLM Law with Harvey AI co-founder/president Gabe Pereyra. It turns out, much like software development, doing legal work relies on learning specialized language and sifting through a dense and expansive corpus of information… making it an IDEAL use case for LLMs.Buuuuut AI works so fast… the current structure of legal payments (billable hours) no longer applies. Find out how Harvey is working around these challenges — and what they plan to do if OpenAI decides to get into the legal game — in this fascinating interview.THEN, Alex chats with another AI visionary — OpenRouter co-founder and CEO Alex Atallah — who allows developers to plug and play all the major models into their applications. Find out why specialized LLMs trained for “resourcefulness” are coming into fashion… why benchmarks and evals have become so crucial to the industry… AND whether we’ll end up spending as much on AI inference as the human workers it’s replacing… in this essential discussion.PLUS Jason stops by for some more Founder Q’s!Timestamps:(0:00) Welcome back to TWiST!(1:32) Alex kicks off the show with Harvey AI co-founder and President Gabe Pereyra to talk about applying AI to the legal profession(4:52) How major international law firms (and their enterprise clients) fueled Harvey’s mega-growth(6:54) Why LLMs are perfectly suited for legal work(9:24) Enterpret - Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.x and build next. Head to Enterpret.com/twist to book a demo and see it in action.(17:22) Looking ahead: expanding beyond the law.(20:42) Uber AI Solutions - Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.com/twist(21:44) The problem: AI can’t charge “billable hours”… it’s too fast!(23:44) Will the major AI players like Google and OpenAI build their own version of this?(29:53) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(30:41) Alex welcomes OpenRouter co-founder and CEO Alex Atallah, whose rankings he loves and uses all the time(33:10) Why Alex says we’re seeing more specialized LLMs trained for more “resourcefulness”(36:05) How increased competition and diversification makes things tougher for developers(41:09) Alex suggests that new models are exciting for users, like product launches used to be(42:29) OK, let’s get into it… How does OpenRouter make money?(45:38) Understanding what kinds of training data the AI companies want the MOST(47:47) The important currency of evals and benchmarks(49:13) Why OpenRouter is ramping up its LLM recommendation engine(53:44) Will AI inference spend end up costing as much as the humans it’s replacing?(56:49) Time for a Founder Q! What should founders do about quick vibe-coded competitors?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/alexwilhelmThank you to our partners:(9:24) Enterpret - Enterpret turns feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.x and build next. Head to Enterpret.com/twist to book a demo and see it in action.(20:42) Uber AI Solutions - Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.com/twist(29:53) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist
👉 Register here for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Three of our favorite TWiST 500 startups — Ledger, 1Password, AND Mercury — are circling IPOs. Find out why the cybersecurity space remains so hot… AND why Jason says you really need to have multiple banks.PLUS Marc Andreessen called The Pope an AI Doomer on X, then thought better of it. We’re tracking the entire viral controversy…SPEAKING OF viral feuds, allegations are FLYING around about recently-funded AI agent makers Giga. Does the startup pose some genuine red flags, or was it just a questionable launch video?AND why Alex and Jason remain optimistic the AI vibes could turn around, presentation maker Gamma is growing FAST, plus an update on Jason and Alex’s Polymarket IPO wager…Timestamps:(02:17) Jason is hosting the big show from Tokyo today (tonight for him)… Where is Founder U headed next?(04:03) Jason’s eating his way across Japan… what are his top “bang bangs” so far?(07:47) Is The Pope a Doomer? Why Andreessen called out His Holiness (then deleted it)(9:22) Quo - Streamline and scale your customer communications with OpenPhone. Get started free, plus get 20% off your first 6 months, at http://quo.com/TWiST(12:08)Why Jason still thinks mass AI job displacement is coming(17:48) Will AI-related job loss lead to an explosion in startups and small businesses?(19:24) Coda - Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist(20:39) Have lots of Americans suddenly turned on AI Why?(25:30) Why Alex and Jason remain optimistic that the AI vibes could turn around(29:44) 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.(31:01) Alex’s new favorite definition of Product Market Fit, or “Market Pull,” as Jason clarifies(33:31) Delving into the Giga controversy… “ugly” talk, wild X allegations, etc.(46:11) THREE TWiST 500 are readying IPOs… Catching up with Ledger, 1Password, and Mercury(53:42) Why Jason and Alex think you need multiple banks(57:40) Why presentation maker Gamma is growing even faster than we thought!(1:00:37) Checking in with Jason and Alex’s Polymarket IPO bet…(1:03:44) Could startups become so richly valued that they become “uninvestable” without an IPO?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:(9:22) Quo - Streamline and scale your customer communications with OpenPhone. Get started free, plus get 20% off your first 6 months, at http://quo.com/TWiST(19:24) Coda - Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist(29:44) 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.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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916
Register for Founder University Japan’s Kickoff: https://luma.com/cm0x90mkToday’s show:*The key to avoiding long airport delays? Low-altitude sea planes! Why didn’t you think of that?We’ve got an awesome line-up of TWiST 500 founders giving us an inside glimpse inside their startups on this Friday special edition.FIRST: Billy Thalheimer of REGENT introduces us to their aircraft/boat hybrid The Seaglider, and walk us through how it all works, AND why they’re operating in BOTH the commercial and defense sectors from their Rhode Island HQ.THEN, we’ve got Convexia co-founder Ayaan Parekh showcasing how they’re using a collective of specialist AI agents to exploit other pharma labs’ leftovers and turn them into new drugs and treatments for rare diseases.FINALLY, Hunter Leath of Archil joins the show to tell us why efficient utilization of cloud data remains a surprisingly complex, and unsolved problem. His solution? Caching-as-a-Service! Find out how it all works, and why pre-caching is SO difficult to do, in this TWiST exclusive chat.Timestamps:(03:01) Billy Thalheimer of REGENT introduces us to the Seaglider(05:06) Inside the EV aircraft/boat hybrid’s three modes of operation(08:22) How REGENT uses low altitude flight to avoid airport-related hassles(9:42) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to ⁠http://sentry.io/twist⁠ and use code TWIST(13:57) The converging tech that makes Seaglider possible(18:20) How REGENT is operating in BOTH the commercial and defense sectors(19:39) 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.(25:05) Why Rhode Island?!(29:23) Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at ⁠https://pipedrive.com/twist⁠(31:04) Convexia co-founder Ayan Parekh joins Alex to discuss “the world’s first AI-maximalist pharmaceutical company”(33:02) Using AI agents to revisit leftover bio IP and unused data(33:22) Why so many drugs fail to reach market(35:46) Applying different agents to different kinds of tasks(44:26) The unique opportunities posed by rare diseases(46:58) On the road toward vertical integration(50:48) Hunter Leath of Archil tells us why utilizing cloud data effectively remains a complex, unsolved problem(51:56) What is “Caching as a Service”?(55:53) Why pre-caching is NOT obvious and “tremendously difficult to do”(57:00) Why the major cloud players didn’t built this themselves(01:00:37) Deliberately keeping the focus narrow… for now…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:Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWISTLinkedIn 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.Pipedrive - Bring your entire sales process into one elegant space. Get started with a 30 day free trial at https://pipedrive.com/twistCheck 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
Register for Founder University Japan’s kickoff! https://luma.com/cm0x90mkToday’s show:*On TWiST, Jason welcomes an all-star VC panel — Deedy Das of Menlo Partners and Jay Eum of GFT Ventures — for a deep dive into the shocking scale of early-stage AI raises, a transitional moment for investors, the growing importance of the “prosumer” market, ChatGPT’s insane smile curves, and much much more.IN THIS EPISODEWhat the panelists make of Roelof Botha’s exit from Sequoia… and is he really going anywhere…Why Jason says VC is no longer the best way to get rich…Why so many private companies are growing SO HUGE before going public…And much more!Timestamps:(00:03:37) Jason is fresh from surviving Riyadh traffic but he’s here and introducing our all star panel(00:04:03) Why Jason compares Riyadh to Silicon Valley in the 1960s(00:05:21) Friend of the Pod Roelof Botha is stepping down at Sequoia… our insiders try to guess what might have happened…(10:00) Crusoe - Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit crusoe.ai/startup to reserve your capacity for the latest GPUs today.(00:13:11) Deedy moved up at Menlo without being a venture native… he shares the secrets behind his rise.(00:19:09) Was Roelof wrong about “return-free risk”? Does more capital always = more great companies?(20:00) 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!(00:26:54) With so many private companies growing SO HUGE… when is the right time to go public? Considering the case of Glean and Stripe…(30:00) AWS Marketplace - If you’re ready to really accelerate your sales cycle, AWS Marketplace is your next stop. Head to https://aws.com/startups to learn more.(00:30:07) Why Jason says venture capital is no longer the best way to get rich(00:32:34) Why AI apps are so appealing to enterprises after years of paying for SaaS(00:36:32) The growing importance of “prosumers”(00:37:31) Why Deedy says a smile curve is the most beautiful depiction of “Product Market Fit”(00:44:36) Why it’s still tough to raise pre-seed money, even during an AI “boom”!(00:46:08) Why Jason says the hardest job in the tech ecosystem is being an investor(00:55:52) “Time is one of the primary drivers of venture capital return.” - Jay Eun(00:57:42) Deedy on the shocking amounts being raised by early-stage AI companies(01:00:21) Just how much DO VCs work compared to founders? The panel compares notes.(01:02:53) Are some investors not doing diligence? Deedy on the speed of some AI deals.(01:16:51) The panel picks their fav portfolio company of the moment (or one of their faves)Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comFollow 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:Crusoe - Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit crusoe.ai/startup to reserve your capacity for the latest GPUs today.Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visitAWS Marketplace - If you’re ready to really accelerate your sales cycle, AWS Marketplace is your next stop. Head to https://aws.com/startups to learn more.Check 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
👉 Register here to join the Founder University Japan kickoff! https://luma.com/cm0x90mkToday’s show:*Starcloud has started sending AI chips into orbit. So is this where the datacenters the power AI will one day live? And does wifi work in the vacuum of space? We’re asking the TOUGH questions.PLUS Jason and Alex are doing a deep dive on all this week’s OpenAI news. Will they ever be able to pay back all these GPU purchases? What happens to the wider economy on the off chance they don’t thrive? And what’s with these rumors that ChatGPT has stopped giving medical or legal advice?All that and a look at TrustMRR (and why Jason advises you not to publicly share your Stripe), why Jason thinks Netflix should buy CNN, our hosts favorite Nazi hunter movies, and MORE.Timestamps:(0:00) Would you trust an LLM with your health?(2:08) Jason is bringing Founder U to The Kingdom AND Japan, so he’s streaming in today live from Riyadh(4:20) Jason’s guide to mastering international travel. (Shoutout to Whoop)(5:05) Are the big AI companies going TOO HARD on GPUs? And does this matter?(11:30) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(14:53) What happens to the wider economy if ChatGPT FAILS? Who gets hit by the “contagion”?(18:22) Jason’s more likely scenario: What if ChatGPT becomes just one player in a larger market?(21:22) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(23:57) ChatGPT can still give you general health and legal advice… just not a full diagnosis(31:57) 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 https://nexos.ai/twist.(33:09) TrustMRR and startups sharing their Stripe data… Why Jason says total transparency might be too much(38:35) We’re really sending datacenters to space! Starcloud made it happen.(41:02) Does wifi work in space? A TWiST investigation…(47:01) Checking in with Polymarkets on the NYC mayoral election and the government shutdown(53:09) Legal AI startup Legora (from Sweden) is now a unicorn… why this niche is growing so fast(58:14) Netflix wants to buy WBD… Here’s why our hosts think they should keep CNN.(1:07:58) BUT WE DIGRESS: Lon and Jason’s favorite Nazi hunter movies(1:10:25) Founder Q’s! The best way to track runway and burn rate for early stage companies.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:Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWISTPilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.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 https://nexos.ai/twist.
What will be OpenAI’s IPO price? Place ya bets! | EXXX*Polymarket’s sharps are already placing bets on when ChatGPT maker OpenAI will go public… and Jason and Alex want in on this action. They’re placing side wagers on how the House that Sam Altman built will be valued once it finally goes public.PLUS find out why Amazon is Jason’s stock pick for the next five years… Why startups are starting to release their own foundation models, and what this means for major players like OpenAI and Anthropic… AND Producer Oliver stops by with an in-depth look at the music-generating Suno app.Friday shows don’t get any bigger than this.Register for Founder University's Japan Kickoff!https://luma.com/cm0x90mkToday’s show:*Timestamps:(0:00): Jason doesn't trust Sam Altman... Stay tuned!(2:24) Jason’s been using Tesla FSD’s “Mad Max” Mode and it’s a SPICY ride!(8:54) Jason and Alex checked out Higgsfield’s new Face Swap tool… Jason thinks this will revolutionize the movie casting process(10:39) 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.(14:03) Here’s what Jason thinks: there are acceptable uses of Higgsfield’s tech but some are OVER THE LINE(17:23) Here’s why Jason says the music industry deals with startups like the Mafia(19:59) 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!(21:02) Producer Oliver has been playing around with AI music app Suno… here’s a live demo(22:47) We’re using Suno to make a Dire Straits song about JCal!(30:11) PaperOS - Whether you’re raising a round, launching a fund, or managing a venture portfolio, PaperOS can unlock simplicity and scale across your empire of capital, contracts, and companies. Claim your $10,000 credit at https://paperos.com/twist(39:42) IT’S EARNINGS WEEK! What Jason and Alex make of the fresh numbers from Amazon, MSFT, and Alphabet(40:58) Jason’s checking out his Grokipedia page… could this be the internet’s new go-to resource?(45:15) Why Amazon is Jason’s pick of THE stock for the next 5 years(46:42) Three startups made their own AI models! Is the era of paying big co’s for their LLMs coming to an end?(50:09) Jason’s warning for anyone “dumb enough” to use OpenAI’s API… they are studying you!(57:16) It’s a new Jason-Alex bet… What will OpenAI’s IPO price be?(59:35) What happened with Navan’s IPO? Jason and Alex dig into the numbers.(1:07:37) Why Jason compares some later investors to Wormtongue from “Lord of the Rings”
Today’s show:*Why rebrand an app with 40 million daily active users?On TWiST, Grammarly CEO Shishir Mehrotra swings by to explain why he’s renaming his company after the mail app he just purchased, Superhuman.Plus he’s giving us a first look at the startup’s new AI assistant, Superhuman Go, digging into their new agent-centered strategy, looking ahead at the potential for AI job displacement, and more.Jason and Alex also talk about our new nuclear deal with Westinghouse and Japan, OpenAI’s conversion and what it means for Microsoft, 1x’s tele-operated Neo-bot for chores, and much more!Timestamps:(00:07:56) Jason is headed to Tokyo, and NOT just for skiing this time!(10:00) Uber AI Solutions**:** Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.com/twist(00:12:21) Untangling this US government-Japan-Westinghouse deal for nuclear power… and why nuclear power is SO important(20:00)DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to https://www.DevStats.com/twist(00:20:04) Why Jason says sabbaticals and 4 day work weeks are for established brands, not startups(30:00) Perspective AI: Real insights, straight from your customers, and your first two months are on us. Just go to getperspective.ai/twist.(00:33:01) Will income inequality become a concern, even for the wealthy? Jason says YES.(00:37:29) Shishir Mehrotra from Gram— NO WAIT, Superhuman! joins us to talk name changes(00:38:16) Using Grammarly as a model for the new AI assistant, Superhuman Go.(01:08:39) Nvidia shot past $5 TRILLION in value… How is no one freaked out about this?!(01:14:52) OpenAI executed their conversion… but Jason says “public benefit corporation” status is pretty meaningless(01:25:02) Checking out the Neo robot from 1x… he wants to help you with chores and he’s for sale!(01:32:09) Uber’s speeding up its self-driving plansSubscribe 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:Perspective AI - Real insights, straight from your customers, and your first two months are on us. Just go to getperspective.ai/twist.DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to https://www.DevStats.com/twistUber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.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
Today’s show:Jason’s been skeptical on Apple lately, but he’s BLOWN AWAY by his new iPhone Air.Hear why JCal thinks Cupertino’s latest release is “completely inspiring,” and why he’s sure it’s the next step on the road to Apple Glasses.We’re chatting with LAUNCH founder Zach Handshoe of spacial video startup SpatialGen about designing products for Cupertino AND the intense pressure of performing a Steve Jobs-level keynote.PLUS Raiza Martin of Huxe stops by to tell us why they’re using audio to make AI assistants more personalized AND proactive, and how they’re already getting noticed in an increasingly crowded App Store.AND we’ve got another Gamma Pitch Competition entrant! Chess Grandmaster Vasif Durarbayli presents his expert-focused app, ChessEver.Timestamps:(2:05) Friend of the pod @ZacharyHandshoe stops by to talk about supporting Apple Immersive Video (and staying up during the AWS outage)(9:37) Enterpret - Turn feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.(15:55) The iPhone Air can already shoot spatial video! Just part of why Jason calls it a “completely inspiring” product.(21:25) Crusoe Cloud - Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit crusoe.ai/startup to reserve your capacity for the latest GPUs today.(24:30) Jason offers viewers a peek inside LAUNCH’s Whisper Network(32:09) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(33:10) Huxe co-founder (and NotebookLM vet) Raiza Martin wants to make your AI assistant more personalized and proactive.(37:14) Why Raiza and her team went with an audio-forward interface instead of a chatbot.(43:25) How Huxe is getting noticed in the App Store as a brand new arrival.(50:25) The big LLMs still aren’t great at writing engaging content for humans, so Huxe is doing it themselves.(52:41) Chess Grandmaster Vasif Durarbayli from ChessEver joins us for his Gamma pitch!(54:26) Why Vasif is focusing on very serious players FIRST before appealing to more casual chess fans(1:05:28) Jason thinks ChessEver is at the moment of “triangulation” in their journey to finding Product Market Fit… what do Grandmasters really want?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:Enterpret - Turn feedback noise into Customer Intelligence, so your team knows exactly what to fix and build next. Head to Enterpret.com/twist to book a demo and see it in action.Crusoe Cloud - Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit crusoe.ai/startup to reserve your capacity for the latest GPUs today.Lemon.io - 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
Today’s show:Australia has accused Microsoft of employing a dark pattern… Hear why Jason says these kinds of sneaky tactics aren’t usually worth it.It’s a brand-new Monday TWiST and it’s PACKED with news. In addition to Australia’s allegations against MSFT, we’re looking at Chinese drone fails and wondering how live experiences will change in the age of AI.PLUS has Tesla finally “solved” FSD after years of promises? Does it matter that so much of Mercor’s revenue goes back out to contractors? Do Chinese LLMs have a major advantage when it comes to the stock market over Western counterparts? Why Jason avoids overseas deals when he doesn’t speak the language or know the culture. And much more!Timestamps:(00:03:44) Fall is here! And Jason is already looking ahead to “BFCM” and the holiday season.(00:07:13) We’re bringing back the TWiSTies and a Prediction 2026 show(00:07:33) People are using AI to create fake receipts for fraudulent invoices!(10:00) Pipedrive - Bring clarity and control to your sales process with Pipedrive, the #1 CRM for small and medium sized businesses. Supercharge your sales today. Start with a 30-day free trial at pipedrive.com/twist.(00:14:23) It’s earnings week for Meta AND Alphabet AND Microsoft AND AMAZON!(00:19:55) What happened with the disastrous Chinese drone and fireworks show?(20:00) Monarch - Thanks to our partner, Monarch! Try the app and get 50% off your first year by visiting monarchmoney.com/twist.(00:27:37) Why Jason thinks live experiences are going to get much bigger and more impressive in the age of AI(00:29:34) Why Tesla is training FSD on synthetic data now… Has FSD finally been “solved”?(30:00) 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(00:45:10) What’s going on with these new Sequoia funds? Jason unpacks the strategy…(00:50:50) Jason doesn’t like to invest overseas unless he speaks the language and knows the culture(00:51:11) Jason’s thoughts on the controversy surrounding Sequoia partner Shaun Maguire’s comments(00:58:34) Mercor pays out 60-70% of its toppling revenue to contractors… does this MATTER?(01:06:14) Do Chinese LLMs have a major advantage when it comes to investing? (Humans are now betting on all this on PolyMarket)(01:09:45) Australia alleges that Microsoft is employing a dark pattern… why Jason says that’s a problem.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: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/creditsMonarch Money - Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com/TWISTPipedrive - Bring clarity and control to your sales process with Pipedrive, the #1 CRM for small and medium sized businesses. Supercharge your sales today. Start with a 30-day free trial at pipedrive.com/twist.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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916
Today’s show:*Working from 9 am to 9 pm, 6 days a week, might seem like TOO INTENSE a commitment for some, but Jason argues that elite performance — and the mega-compensation that goes along with it — sometimes requires personal sacrifice. While 72-hour weeks might lead to burnout for some, it really comes down to individual choice.PLUS Jason and Alex deep dive the NBA gambling scandal and the sketchy reality behind high-stakes home games of poker. PLUS Presh Kumar takes us behind the scenes, to see how AI apps helped him develop and workshop the video for his new wellness startup, Tempo, and what’s with Anthropic buying chips from their AI rivals, Google? It’s a can’t miss This Week in Startups.Timestamps:(00:06:49) Jason and Alex are poker fans… what do they think about this insane NBA gambling scandal?(10:00) 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.(20:00) 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 https://nexos.ai/twist.(00:25:09) Is working “9-9-6” a reasonable goal? A guarantee of success? Why Jason compares it to being an Olympian.(30:00) Every.io - Running a startup is hard enough. Every takes care of incorporation, banking, payroll, benefits, accounting, taxes and more so that you focus on building, not back-office admin. Visit every.io.(00:38:00) Our old buddy Presh walks us through the process of making his Tempo launch video(00:42:28) Jason and Alex check out some of Ridley Scott’s famous storyboards(00:48:03) Anthropic is buying TPUs from Google… Are these companies in LIKE with each other?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: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.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 https://nexos.ai/twist.**Every.io -** Running a startup is hard enough. Every takes care of incorporation, banking, payroll, benefits, accounting, taxes and more so that you focus on building, not back-office admin. Visit every.io.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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916
Today’s show:*Amazon’s dropping a LOT of employees for AI and robots… are Jason’s darkest predictions coming true?Legendary investor Elad Gil joins Jason and Alex for the full show today! Together, they’re digging into the Amazon news, looking back at Jason’s predictions from just last month, and theorizing about just how many people will lose their jobs to computers, and what we’re going to do about it. (Is it possible the US hasn’t been massively hit by job displacement so far because those gigs already moved overseas?)PLUS… Anthropic’s Dario Amodei responds to criticisms from JCal’s bestie David Sacks, Sesame emerges from stealth to work on AI wearables, and where will people in the future interact with their favorite apps? A headset? Phones? Somewhere else? The great debate continues.Timestamps:(00:04:04) Our guest is iconic angel investor Elad Gil! What’s he working on…(00:04:54) Alexandria AI translates public domain books into all commonly spoken languages… Do people actually prefer AI translations?(00:09:16) Why compute tends to centralize over time… (It’s because of economies of scale!)(00:09:29) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(00:12:49) So are we building TOO MANY datacenters? Will AI apps eventually run on your phone anyway?(00:16:39) Jason says “The Age of Efficiency is upon us.”(00:19:24) When companies trade inference for market share(00:19:27) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(00:21:57) Why one of the main challenges of adopting AI is buy-in and convincing teams to use it.(00:25:47) Elad’s robotics questions: (1) What % of winners will be incumbents?(00:27:50) Jason called the Amazon news last month and we have the receipts!(00:29:36) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first yea(00:45:33) Jason says Adobe and Figma should abandon the UK entirely.(00:45:55) Time for a Polymarket: The sharps say 80% chance Tesla beats their quarterly earnings(00:51:02) What is Sesame? They just emerged from stealth, they raised $250M, and they’re working on AI wearables.(00:53:21) Jason has concerns about AI wearables that are always recording… Does Elad share these concerns?(01:03:17) The crypto industry is now one of the largest purchasers of US government debt… what does that mean? Who owns who?(01:08:53) Anthropic responded to JCal’s Bestie David Sacks… Is Dario Amodei a doomer? Fearmongering?(01:19:12) Why Jason thinks AI companies need to self-regulateSubscribe 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/TWISTSentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWISTPilot - Visit https://www.pilot.com/twist and get $1,200 off your first yeaGreat 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
Are AI tools in the classroom just time-savers, or can they have genuine educational value?In a must-watch TWiST 500 interview, Alex chats with Magic School founder (and former principal) Adeel Khan about how AI tools can make teachers more effective, and keep students inspired, without just doing all the work for them. He talks about turning an AI chatbot into a true assistant teacher, that keeps the lessons balanced yet challenging, and particularly empowers classroom novices and non-professionals.THEN… is 6 years too long for employees to wait to vest? Is this just another founder trying to reinvent EVERYTHING, just because they can’t resist? Ramp CEO Eric Glyman joins Jason and Alex to answer pressing founder questions from viewersPLUS there’s a new entrant in our Gamma Pitch Deck competition, and it’s so compelling, Jason can’t wait to invest! Kris Canete of On the Fly Energy tells us about America’s fragile power grid and his elegant solution: flywheel energy storage!Timestamps:0:00 - Welcome to TWiST!02:59 - Former principal Adeel Khan of TWiST 500's Magic School AI tells us why “teachers are magic”09:41 - 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.10:50 - How AI tools can particularly help out classroom novices and non-pros who are just getting started20:57 - 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.26:58 - How Magic School stays ahead of shifting standards across different states and regions32:57 - Zite is the fastest way to build *business software* with AI. Build apps, forms, websites and portals that connect to the tools you already use. Go to *zite.com/twist* to get started.33:30 - Why the best feedback Adeel ever got came from a teenager36:30 - Making AI a true assistant teacher, that keeps lessons balanced yet challenging38:38 - Is a 6-year vesting schedule too aggressive? Eric Glyman responds.41:00 - When even ambitious founders should sometimes just accept a standard deal.57:33 - What IS flywheel energy storage?01:00:00 - Why Jason loves the Fly Energy Gamma pitch and wants to invest right now.01:34:13 - Gamma Outro*Subscribe to the TWiST500 newsletter: [https://ticker.thisweekinstartups.com](https://ticker.thisweekinstartups.com/)Check out the TWIST500: [https://www.twist500.com](https://twist500.com)Subscribe 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: [⁠  / alexwilhelm  ](  / alexwilhelm  )*Follow Jason:X:   / jason  LinkedIn: [  / jasoncalacanis  ](  / jasoncalacanis  )Great TWIST interviews: [Will Guidara,](   • Lessons in Unreasonable Hospitality with W...  ) [Eoghan McCabe](   • Great Builders & Success First with Interc...  ), [Steve Huffman](https://podcasts.apple.com/us/podcast..., [Brian Chesky](https://podcasts.apple.com/ca/podcast..., [Bob Moesta,](   • Decoding Customer Insights, Trust, and the...  ) [Aaron Levie](https://podcasts.apple.com/ca/podcast..., [Sophia Amoruso](https://podcasts.apple.com/ca/podcast..., [Reid Hoffman](https://podcasts.apple.com/ca/podcast..., [Frank Slootman](https://podcasts.apple.com/ca/podcast..., [Billy McFarland](https://podcasts.apple.com/ca/podcast...)*Check out Jason’s suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter:   / twistartups  YouTube:    / thisweekin  Instagram: [  / thisweekinstartups  ](  / thisweekinstartups  )TikTok:   / thisweekinstartups  Substack: [https://twistartups.substack.com](
Today’s show: *Is the AI bubble going to POP? And if so, how much of our economy is it going to take down with it?On a new TWiST, Jason, Alex, and Lon debate the size and scale of the AI bubble, whether poppage is imminent, and just who we can blame for the last few economic crises. (HINT: Not the tech industry!)PLUS why Jason STILL thinks the current AI cycle will be the biggest in tech history, how this morning’s AWS mega-failure might impact the company’s earnings, the spread of AI fakes in the wake of this weekend’s No Kings march, why LLMs may soon put your broker out of business, and much much more.**Timestamps:** (00:02:26) Is AI a BUBBLE? And if so, how BIG?(00:05:12) Are all the major bubbles and corrections always Wall Street’s fault?(00:08:39) Why Jason thinks this AI will be the biggest cycle in the history of technology(10:00) LinkedIn Ads: Thanks to our partner @LinkedInMktg. Launch your first campaign and get $250 FREE when you spend at least $250. Go to [http://LinkedIn.com/ThisWeekinStartups](https://www.linkedin.com/thisweekinstartups) to claim your credit.(20:00) Thank you to our partner @trustvanta! TWiST listeners automate your SOC2 and get $1,000 off at http://www.vanta.com/twist(00:23:01) Will this morning’s AWS failure impact Amazon’s earnings?(30:00) Thanks to our partner @Openphone! Streamline and scale your customer communications with Quo. Get started free, plus get 20% off your first 6 months, at [http://quo.com/TWiST](http://quo.com/TWiSThttp://quo.com/perks/twist)(00:32:49) People couldn’t spot AI fakes from this weekend’s protests… are we cooked?(00:49:54) Jeremy Strong shows off his Mark Zuckerberg impression… and Jason is impressed*Thank you to our partners:LinkedIn Ads: Thanks to our partner @LinkedInMktg. Launch your first campaign and get $250 FREE when you spend at least $250. Go to [http://LinkedIn.com/ThisWeekinStartups](https://www.linkedin.com/thisweekinstartups) to claim your credit. @trustvanta! TWiST listeners automate your SOC2 and get $1,000 off at http://www.vanta.com/twist@Openphone! Streamline and scale your customer communications with Quo. Get started free, plus get 20% off your first 6 months, at [http://quo.com/TWiST](http://quo.com/TWiSThttp://quo.com/perks/twist)*Check out Jason’s suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: [https://www.instagram.com/thisweekinstartups](https://www.instagram.com/thisweekinstartups/)TikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: [https://twistartups.substack.com](https://twistartups.substack.com/)*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916All rights for the video shared and linked below belong to the original copyright holder, and we are using the footage under the principle of fair use.Listen here:Apple: https://podcasts.apple.com/us/podcast/this-week-in-startups-audio/id315114957Spotify: https://open.spotify.com/show/6ULQ0ewYf5zmsDgBchlkr9Overcast: https://overcast.fm/itunes315114957/this-week-in-startups-audioMore from us:Twitter: https://twitter.com/twistartupsInstagram: https://www.instagram.com/thisweekinstartupsOfficial site: https://thisweekinstartups.comSubscribe to our YouTube to watch all full episodes:https://www.youtube.com/channel/UCkkhmBWfS7pILYIk0izkc3A?sub_confirmation=1Subscribe to TWiST Clips for all the best moments:https://www.youtube.com/channel/UCS7tJlcUA6PzVHEMo-X7ddg?sub_confirmation=1#startups #entrepreneurship #investing #angelinvesting #tech #news #business
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Comments (73)

Baneshi Space

yes , I am first person comment in this episode.

Jul 10th
Reply

Paja Storec

💚WATCH>>ᗪOᗯᑎᒪOᗩᗪ>>👉https://co.fastmovies.org

Jan 15th
Reply

Bethel chase

im a future creator and inventor and i want be creating anything around trap or hiphop music not even a beat nor tech nothing professor i dont wanna talk about that music

May 23rd
Reply

Bethel chase

what does this have to do with technology first of all anybody like music called trap is an idiot cut that out

May 23rd
Reply

saber fun

very goodf

Jan 16th
Reply

saber fun

very good

Jan 16th
Reply

Maciej Czech

Podcast about startups and technology turned into gossips and smirks, sad

Oct 21st
Reply

Golden boy

Hard left dark cash

Jul 2nd
Reply

Maciej Czech

Amount of ads is offensive, Jason you would never listen to your own show :/

Jun 8th
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Maciej Czech

Why we have to listen to so many ads if you/TWiST doesn't need money as you said here ;(

Apr 30th
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Maciej Czech

Amount of ads is absurd. Specially that he few times said that he tries to avoid ads by paying etc. But we are forced to listen over and over to the same ads.

Feb 20th
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Maciej Czech

This podcast has nothing to do with startups and technology :{

Feb 15th
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Maciej Czech

Jason: I would pay for no ads at YouTube, Twitter etc etc Also Jason: we need ads on Allin TWiST is already so watered down just because they had to squeeze more ads ;( Few months ago he talked about this in podcast which is absurd. It was such a great podcast few years ago :(

Feb 13th
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Reza Sheykhi

Would please enable video feed in Castbox too? I've seen that you've done it for at least one of the episodes here. That'd be very much appreciated.

Feb 13th
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Maciej Czech

You had sucha great podcasts - great guests and real knowledge, timeless interviews. Now it's watered down with news, co-hosts, small talk. 20% of these episodes is just talking about this show. I'm done. Who has time for that?

Dec 31st
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Maciej Czech

Nothing changed in 2021 - disgusting sounds of lips, nose louder than human voice

Dec 24th
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Cristian Concha

Great episode as always. Thanks Jason.

Dec 22nd
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Maciej Czech

Finally real episode like it was always 300 episodes ago. No "OK boomer", other hosts, short term news, talking about this podcast etc.

Dec 22nd
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Maciej Czech

Another co-host, Molly Wood - please noooo, stop watering down this podcast ;( Thank you for improving audio quality again, now it's clear :) But really please slow down with the short term news, co-hosts, "OK boomer" segment etc

Dec 9th
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Noushin Mansouri

I found your podcast by kooshiar

Dec 7th
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