Podcast appearances and mentions of Aaron Levie

Today's show:In this episode, @Jason and @alex explore how AI is reshaping the economy—from Pano AI's $44M raise to fight wildfires with drones, to Amazon CEO Andy Jassy's memo foreshadowing white-collar job cuts, to Meta's stealth move poaching Scale AI talent. They dig into the collapse of early-career roles, the slow disappearance of the gig economy safety net, and why founders may want to think twice before building in public.Timestamps:(1:52) Travel chaos, laundry issues, and the Airbnb event(3:05) CO2 conference highlights and Zipline drone delivery innovation(5:24) AI's effect on job disruption and white-collar retraining(09:46) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:01) Jassy on AI's workforce impact and boosting teacher roles(13:23) Media evolution: market resilience and direct communication strategies(20:08) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(21:14) OpenAI's podcast, corporate media shifts, and Twist 500 highlights(30:02) NWRA - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(31:20) Insurance, AI, and OpenAI's enterprise focus(41:11) Meta and Traversal's AI bets; startup transparency(48:57) TikTok, US-China tension, and data privacy debate(56:43) Actuality.ai's platform for AI-driven RFPs and enterprise pricing insights(1:11:00) Wrap-up and final thoughts with Rishab GuptaSubscribe 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 Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:46) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:08) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(30:02) NWRA - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Meta just took a 49% stake in Scale AI, and the shockwaves are hitting the entire AI ecosystem. In this episode, @Jason and @alex unpack the deal's implications: Google ($150M customer!) and others are fleeing Scale, worried Meta will hoard its RLHF infrastructure and cut off competitors. Startups like Labelbox, Turing, and Handshake are already seeing a demand surge. Is this smart vertical integration or anti-competitive overreach? Jason shares tactical advice for founders on how to capitalize when incumbents stumble—hire ex-Scale talent, build “Scale AI alternative” SEO pages, and hit the podcast circuit. Don't miss this deep dive into AI's shifting power dynamics.Timestamps:(04:01) Is Jason becoming an AI doomer?!(9:52) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(13:47) PostHog, and when is it okay for founders to break the rules?(20:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(25:50) Why the Navy is recruiting startups(30:12) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(39:09) Did Zuck buy Scale in order to keep it from competitors?(56:08) When does incentivizing customers turn into burning capital?(1:04) How raising too much money could KILL your startup!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:(9:52) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(20:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:52) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.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:In this episode of This Week in Startups, @Jason and @Alex break down Stripe's big bet on crypto wallets with its latest acquisition of Privy, the return of major M&A activity from Meta, DoorDash, and Stripe, and the rapid rise of robotics replacing soul-crushing warehouse jobs. They dive into why today's toy-like robot arms will become tomorrow's billion-dollar tools, how stablecoins are quietly transforming fintech, and why Disney is going to war with AI platforms over IP theft. A must-watch if you're building, investing, or just trying to understand where tech is headed next.Timestamps:(1:48) Startup Tip: "Find a service you hate and make it better"(9:23) Why Stripe wants crypto wallet company Privy(10:09) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(15:46) Klarna: The New Rent-a-Center?(20:00) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(26:28) Why M&A is good and Lena Khan was wrong(30:00) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(33:20) Robots are going to make your life better(42:11) When toys become tools(46:25) Tesla's on-the-road FSD tests... do they need safety drivers?(54:13) Jason has the answer for all these AI copyright suitsSubscribe 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:(10:09) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(20:00) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(30:00) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex moderates a TWIST VC Roundtable with Jason, Paige Doherty (Behind Genius), and Altimeter's Megan Reynolds about the state of early-stage venture capital. They break down the rise of secondary markets as a key liquidity path for VCs, analyze the resurgence in M&A activity from major players like Meta, Databricks, and OpenAI, and question whether inflated ARR figures from YC startups are distorting valuations. Jason shares his year-zero investment thesis and offers tactical advice on secondary structuring and identifying high-quality revenue. Whether you're raising, investing, or building, this episode delivers essential insights into the evolving early-stage landscape.Timestamps:(0:00) Episode Teaser(1:28) Meet our panelists!(2:37) Will secondaries replace traditional M&A?(10:10) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(14:28) Has M&A actually bounced back?(20:06) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(25:35) Secondary market advice, just for founders(30:10) Retool - Visit https://www.retool.com/twist and try it out today.(32:49) Why is it so hard for emerging managers to raise funds?(38:28) Seed funds: the math is not mathing(52:07) Why early investors become “collateral damage”(56:31) The importance of revenue quality in early-stage startups(1:06:43) Quick Fire Question Round!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/v19fcpLinks from episode:Altimeter: https://www.altimeter.com/homeBehind Genius: https://www.behindgeniusventures.com/Follow Meghan:X: https://x.com/MeghanKReynoldsLinkedIn: https://www.linkedin.com/in/meghankreynolds/Follow Paige:X: https://x.com/paigefinnnLinkedIn: https://www.linkedin.com/in/paigedoherty/Follow 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:(10:10) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(20:06) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(30:10) Retool - Visit https://www.retool.com/twist and try it out 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex dive into why Y Combinator startups are raising at sky-high valuations with relatively low ARR—what does that mean for investors and founders? VC funds are slowing down and returning to pre-ZIRP pacing, signaling a reset in the market. Plus, in this week's Office Hours, Sean Steigerwald, founder of CustomerIQ, demos his AI sales agent that lives in your inbox, drafting follow-ups using CRM context. It's a deep look at early-stage investing, startup efficiency, and where AI is headed in enterprise.Timestamps:(0:00) Episode Teaser(2:09) Jason's Singapore trip recap and SoCal update(9:51) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:40) New rumblings from Mistral; is the French AI startup catching a tail wind?(19:40) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(26:23) VC investing pace is slowing... what does this mean for founders(29:42) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(33:33) Founders' guide to raising capital(36:31) Gen AI companies are growing FAST but are there concerns about churn?(42:46) Is YC still worth it? Debating paper gains vs. DPI as metrics.(52:18) Office Hours with Sean Steigerald from Customer IQ: managing active users and more.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/v19fcpLinks from episode:Customer IQ: https://www.getcustomeriq.com/Follow 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:(9:51) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:40) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(29:42) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)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: Jason and Alex dicuss stories shaping the tech and startup world: Circle's explosive IPO and what it signals about crypto regulation and public market sentiment, the potential for tokenized venture capital funds to bring liquidity and transparency to startup investing, and Cursor's extraordinary growth—scaling to over $500M in ARR in just six months.Timestamps:(0:00) Episode Teaser(2:25) Circle's IPO is Soaring and What This Means for Tech(10:21) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(12:00) Is Tokenization the Future of Venture Capital?(20:20) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(22:40) Oh, THAT'S Why Anthropic Cutoff Windsurf(27:06) Can the Rippling - Deel Saga Get Anymore Bizarre?(30:22) Sentry - New users get 3 months free of the Team plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(34:08) Cursor Just Keeps on Winning(43:10) Polymarket: What Will Jerome Powell Do?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 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:(10:21) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(20:20) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(30:22) Sentry - New users get 3 months free of the Team plan (covers 150k errors). Go to http://sentry.io/twist and use code 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: Alex and Lon discuss Windsurf getting abruptly cut off from Anthropic just before a rumored $3B acquisition by OpenAI, sparking questions around platform risk and foundation-model politics; Deel defends itself by arguing the information it allegedly took was public or obvious, complicating its ongoing legal saga; and Flock Safety's neighborhood-focused surveillance tech—combining LPR cameras and drones—positions itself as a privacy-conscious tool that gives elected officials control over community data governance.Timestamps:(0:00) Episode Teaser(2:48) ADP's Employment Numbers Might Make Your Eyes Water(5:54) Is the Circle IPO Over Subscribed?(9:25) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(13:00) Anthropic Shows Sharp Elbows With Windsurf(19:55) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(20:57) Is It Really Stealing If It's Public or Obvious? Deel Says No(29:23) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(30:50) The Space Future Alex Has Dreamed About(35:10) Anthropic Can't Stop Scraping Reddit's Data(42:44) Flock Safety is Bringing Surveillance To a Neighborhood Near YouSubscribe 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/v19fcpLinks from episode:Impulse Space: https://www.impulsespace.com/Flock Safety: https://www.flocksafety.com/Follow Garrett:X: https://x.com/glangleyLinkedIn: https://www.linkedin.com/in/glangley/Follow 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:(9:25) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(19:55) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:23) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex discuss the hottest tech and startup news: Grammarly secures a massive $1B investment from General Catalyst to fuel its AI ambitions and expand into deeper enterprise offerings; a DARPA-backed brain-computer interface startup emerges as a serious Neuralink rival, signaling renewed momentum in the neurotech space; and The New York Times signs a licensing deal with Amazon, suggesting that traditional media may be starting to find common ground with large language models.Timestamps:(0:00) Episode Teaser(1:26) Jason's take on Singapore's regional cuisine(5:50) Why founders should get permission first and more lessons from Udio, Suno, and Spotify(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(15:54) The New York Times and Amazon signed a landmark AI deal: what's in it?(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(25:36) Why is Grammarly worth so much money?(30:14) Notion - Try it for free today at https://notion.com/twist(39:15) How does Autopilot make money?(43:03) So how long until we all have a computer in our brain?(54:43) How much does revenue predictability really matter?(59:26) Laurene Powell Jobs and Jony Ive go FULL DOOMER(1:03:35) Perplexity, Samsung, and the rest...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/v19fcpLinks from episode:Udio: https://www.udio.com/Jason's Stolen Voice: https://x.com/Jason/status/1928995534276088151Autopilot: https://www.joinautopilot.com/Follow 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:(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:14) Notion - Try it for free today at https://notion.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: Alex interviews two cutting-edge startups shaping the future of AI: AthenaHQ, pioneering “GEO” (Generative Engine Optimization) to help brands rank in AI-powered search engines like ChatGPT and Gemini, and Browser Use, building infrastructure that lets AI agents take real actions on the web—from form-filling to workflow automation. Both teams dive deep into how fast AI is evolving, how brands and developers can stay competitive, and why adaptability and technical precision are key in the era of intelligent search and autonomous agents.Timestamps:(0:00) Episode Teaser(1:54) Athena HQ's Generative Engine Optimization (GEO) strategy(10:05) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(14:51) Will GEO Market Adoption Forever CHange Marketing?(19:50) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(22:58) How Being AI Model Agnostic Gives You An Edge(29:54) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(35:13) Browser Use and Making Smarter AI Agents(45:03) Will AI Agents Do Your Grocery Shopping For You?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/v19fcpLinks from episode:AthenHQ: https://www.athenahq.ai/Browser Use: https://browser-use.com/Follow Andrew:X: https://x.com/andrewyan200Follow Magnus:X: https://x.com/mamagnus00Follow 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:(10:05) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:50) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(29:54) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.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

In this episode, we cover three major stories shaping the startup and tech landscape. First, Google unveils Stitch, an AI-powered web design tool with one-click export to Figma—signaling a major disruption for freelance design marketplaces. Then, Salesforce returns to M&A with its $8B acquisition of Informatica, aiming to broaden its AI data stack beyond CRM. Finally, we break down the surge in startup M&A activity, with billion-dollar deals from OpenAI, DoorDash, and others—hinting at a major Q2 rebound. Don't miss Jason's insights on what these trends mean for founders and investors.(0:00) Episode Teaser(1:36) Jason's in SINGAPORE(3:14) The Power of Shame and why we need “Ozempic for screentime”(10:15) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(12:38) Google's latest AI breakthrough: Stitch(20:13) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(21:20) The NBA on Polymarket and what founders can learn from the Knicks(27:08) Why did Salesforce buy Informatica?(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(32:42) M&A activity continues, and Jason's spicy Q2 predictions(40:57) Did tech go woke or was it just performative the whole time?(45:22) Circle, stablecoins, and the perks of being pro-business(51:27) What Trump's “golden share” of US Steel might look like(54:15) Why Jason is bullish on Joby(57:28) Episode wrap-up and upcoming eventsSubscribe 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/v19fcpLinks from episode:ClearSpace App: https://www.getclearspace.com/Google Stitch: https://stitch.withgoogle.com/Joby: https://www.jobyaviation.com/Follow 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:(10:15) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(20:13) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.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: Trump takes aim at Apple with a potential 25% iPhone tariff, Anthropic releases two powerful new Claude models claiming top performance in coding tasks, and two founders go head-to-head in the final round of Founder Fridays. In this packed episode, Jason, Alex, and Lon unpack what Trump's latest trade threat really means, why Anthropic's AI progress could reshape the dev landscape, and which startup—an AI ad network or industrial automation platform—comes out on top. A fast-paced look at the volatility, breakthroughs, and ambition defining today's startup ecosystem.Timestamps:(0:00) Episode Teaser(3:41) MORE tariffs, this time on Apple… is this just a message to Tim Cook?(7:08) Potential impact of tariffs on Apple(10:09) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(14:14) Anthropic's new models are topping the LLM charts but are they REALLY self-aware(20:07) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(24:35) Who should buy OnlyFans? Jason, Alex, and Lon each have ideas(30:03) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(35:10) Gut health is important but do we need SMART toilets?(40:34) Which TWiST 500 companies are blowing up on secondary markets?(47:27) The Founder Friday city competition FINAL ROUND: see which startup wins!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/v19fcpLinks from episode:Throne One: https://www.thronescience.com/product?Arcana: https://arcana.ad/TACTUN: https://tactun.com/Follow 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:(10:09) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(20:07) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(30:03) 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: Jason and Alex dicsuss Jony Ive's $6.5B deal with OpenAI and what it means for the future of AI hardware, Tesla's push into robotaxis vs. Waymo's 10M paid rides, and Microsoft's latest move partnering with xAI. We dive into the GENIUS Act and what it means for stablecoin regulation, explore practical, gritty tactics for launching and scaling a marketplace from scratch, and debate the ethics of AI-powered smart glasses and always-on recording. Plus, Jason reflects on the legacy of Scott Adams and the power of systems thinking.Timestamps:(0:00) Episode Teaser(2:00) A broadcaster-to-broadcaster moment for Scott Adams(5:18) OpenAI teams with Jony Ive, and why wearables are banned from the J-Ranch(10:16) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(16:11) From Partnership to Purchase: The M&A Story(20:09) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(25:42) Robotaxis EVERYWHERE, and thoughts on the continuing self-driving car rollout(30:12) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutions(34:41) Should we trust stablecoins now? And who is actually monitoring this?(42:54) Polymarkets: Checking in with some of our favorite market(49:58) REDDIT QUESTION: How do I build a marketplace?(58:53) Customer feedback's role in product iteration(58:55) Every piece of SaaS advice EVERSubscribe 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/v19fcpLinks from episode:Polymarket: https://polymarket.com/Polymarket for AI Leaderes: https://polymarket.com/event/which-company-has-best-ai-model-on-june-30LMArena: https://www.lmarena.aiReal Coffee with Scott Adams: https://www.youtube.com/RealCoffeeWithScottAdams Follow 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:(10:16) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(20:09) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:12) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutionsGreat 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

Aaron Levie, CEO & co-founder of Box, joins Azeem Azhar to explore how an “AI-first” mindset is reshaping every layer of Box – from product road-maps to pricing – and what that teaches the rest of us about building faster, smarter organisations.Timestamps:(00:00) Episode trailer(02:04) The "lump of labor fallacy" in sci-fi books(07:37) When individual productivity gains don't translate to teams(12:32) Box's Friday AI demos(21:23) How agents might redefine 100 years of management science(26:37) A lesson on AI innovation from the early days of Ford(29:52) Sundar Pichai, Satya Nadella, and Sergey Brin are coding again?(35:16) Pricing in a post-AI agent world(38:43) Cheaper tokens, heavier usage: AI's margin math(43:02) Solving AI's verifiability problem(48:24) How Aaron uses AI in his personal lifeAaron's links:Box: https://www.box.com/LinkedIn: https://www.linkedin.com/in/boxaaron/X/Twitter: https://x.com/levieAzeem's links:Substack: https://www.exponentialview.co/Website: https://www.azeemazhar.com/LinkedIn: https://www.linkedin.com/in/azharX/Twitter: https://x.com/azeemThis conversation was recorded for “Friday with Azeem Azhar”, live every Friday at 9 am PT / 12 pm ET. Catch it via Exponential View on Substack.Produced by supermix.io and EPIIPLUS1 Ltd

The buzz in Silicon Valley around AI agents has many asking: What's real and what's hype? Box's co-founder and CEO, Aaron Levie, joins Rapid Response to help decipher between fact and fiction, taking listeners inside the fast-paced evolution of agents and its impact on the future of enterprise AI. Plus, Levie unpacks how AI is really being adopted in the workplace, what it takes to legitimately build an AI-first organization, and what political leaders across both parties misunderstand about creating the best environment for technology to thrive. Visit the Rapid Response website here: https://www.rapidresponseshow.com/See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Today's show: Jason and Lon explore the wild edges of tech innovation and regulation — from a student-built acoustic weapon that takes down drones (without harming humans) to the legal gray areas of drone defense over private property. They also unpack the escalating espionage drama between Rippling and Deel, and dive into FireCrawl's viral move to hire AI agents as employees. Plus, a deep look at how world-class design and systems thinking can set startups apart. Packed with insights, laughs, and cutting-edge ideas across defense tech, AI, and startup strategy.Timestamps:(0:00) Episode Teaser(1:39) Intro and Jason and Lon share their love of Andor(6:52) How to spot "World Class Design" and why it matters(10:27) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(15:50) Athena, Hillstone, and creating the right system(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 northwestregisteredagent.com/twist today!(23:21) So... corporate espionage is BAD? is what you're saying?(30:14) Gemini Canvas - It uses AI to help you write, code, and create in one interactive space. Try it at gemini.google.com/canvas.(32:11) Why Firecrawl is hiring AI agents for staff positions(38:28) Bluesky might not be falling after all?(44:39) How Prandtl Dynamics is shooting drones out of the skySubscribe 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/v19fcpLinks from episode:Prandtl: https://prandtldynamics.com/Follow 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:(10:27) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(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 northwestregisteredagent.com/twist today!(30:14) Gemini Canvas - It uses AI to help you write, code, and create in one interactive space. Try it at gemini.google.com/canvas.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

The buzz in Silicon Valley around AI agents has many asking: What's real and what's hype? Box's co-founder and CEO, Aaron Levie, joins Rapid Response to help decipher between fact and fiction, taking listeners inside the fast-paced evolution of agents and its impact on the future of enterprise AI. Plus, Levie unpacks how AI is really being adopted in the workplace, what it takes to legitimately build an AI-first organization, and what political leaders across both parties misunderstand about creating the best environment for technology to thrive.Visit the Rapid Response website here: https://www.rapidresponseshow.com/See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Box CEO and co-founder Aaron Levie joins the GeekWire Podcast to talk about the company’s latest AI initiatives, including a new integration with Microsoft 365 Copilot and a suite of Box AI agents designed to help businesses analyze content, extract data, and generate insights. Levie shares how AI is changing the way he and his team work, explains why he believes 2025 is still “day one” for enterprise AI agents, and offers a realistic take on what AI can — and can’t — do today. He also reflects on Box’s evolution, the shifting role of content in the enterprise, and why he thinks AI is creating more work, not less. RELATED LINKS GeekWire: Box tightens Microsoft ties with new Copilot integration, builds out its own suite of AI agents Aaron Levie: How AI is changing my work as CEO at Box With GeekWire co-founder Todd BishopSee omnystudio.com/listener for privacy information.

Today's show: Microsoft lays off 6,000 employees despite record profits, signaling a ruthless new phase in big tech. Jason, Lon, and Alex discuss what it means for the talent market, why tightening U.S. immigration could cripple startup innovation, and whether AI startup Windsurf is selling too early as OpenAI circles. Plus, Klarna's AI customer service backfires, IPO momentum returns, and Office Hours with airfive founder Jeremy Redman pitches a bold new prepaid SaaS model.Timestamps:(0:00) Episode Teaser(2:40) Why ex-Microsoft staffers are talking smack on Blind(10:08) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(15:58) Checking out ElevenLabs' wild new AI soundboard(20:28) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(24:02) What is Bottom Up TAM and why it isn't dirty like it sounds(30:10) Google Gemini - It uses AI to help you write, code, and create in one interactive space. Try it at gemini.google.com/canvas.(33:52) Cohere missed revenue estimates but things aren't THAT bleak!(37:01) Why America NEEDS highly skilled immigrants(43:12) Working the “I Have a Secret” strategy with Jeremy from AirfiveSubscribe 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/v19fcpLinks from episode:EleveLabs Sound Board: https://elevenlabs.io/sound-effects/soundboardLikable: https://likeable.co/airfive: https://airfive.com/Follow Jeremy:X: https://x.com/thejeremyredmanLinkedIn: https://www.linkedin.com/in/thejeremyredman/Follow 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:(10:08) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(20:28) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(30:10) Google Gemini - It uses AI to help you write, code, and create in one interactive space. Try it at gemini.google.com/canvas.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: Chime is finally going public with strong financials and a shot at matching its $25B 2021 valuation, signaling real momentum in the IPO market. Databricks just made a $1B bet on agentic AI by acquiring Neon, a Postgres-as-a-service startup riding the new database wave. Then, Dave Rubin joins to share how he built and sold Locals, his uncancellable creator platform, all while navigating the intense media landscape.Timestamps:(0:00) Episode Teaser(1:14) Jason and Alex open the show(1:42) Why Chime's IPO is such a promising sign(7:22) Chime's financials and valuation(10:12) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(12:17) So why did Databricks buy Neon?(13:22) Where is the AI Integration Desktop App?(17:29) Jason's plan to bring Americans back to the movies(20:10) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(21:58) Make movies All-you-can-eat!(26:26) Special Guest: Dave Rubin(30:39) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(31:41) Why Dave Rubin goes phone free for weeks at a time(45:24) Why Identity politics is killing business and sports(49:23) Can Locals reinvent subscription models?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/v19fcpLinks from episode:Rubin Report on Locals: https://rubinreport.locals.com/Follow Dave:X: https://x.com/RubinReportYouTube: https://www.youtube.com/channel/UCJdKr0Bgd_5saZYqLCa9mngFollow 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:(10:12) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:10) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(30:39) 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: Jason, Lon & Alex are back with a spicy Monday episode of This Week in Startups. Jason goes off on unions vs capitalism, we dig into why fewer seed startups are making it to Series A, and look at OpenAI's quiet copyright land grab. Plus: YC says Google should be broken up (then kind of walks it back), Perplexity's wild $14B valuation, and Saudi Arabia wants its own national AI. We wrap with an Office Hours chat with Kevin Bondzio from Streamfog on the future of AR ads in livestreaming.*Timestamps:(2:38) Why Jason's obsessed with Reddit's anti-work community(10:30) Coda - Get started for free at https://coda.io/twist(12:21) Seed Stage Graduation rates(20:43) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(26:11) What's going on with Tech M&A?(30:04) 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(33:50) What's going on with the Copyright Office?(37:24) Licensing and competitive advantage in the AI era(48:28) AI and the future of subscription-based content(56:42) StreamFog wants to change the way creators advertise(1:14:13) Perplexity's mega-valuation gets even mega-er(1:19:13) How Saudi Arabia just became an AI startup(1:22:05) Y Combinator pokes it's nose in the Google antitrust case*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/v19fcp*Links from episode:Check out Streamfog: https://streamfog.com/Check out Peter Walkers post on “Graduating from Seed to Series A” https://x.com/PeterJ_Walker/status/1921288778192200087Learn about the HUMAIN here: https://www.spa.gov.sa/en/N2316474*Follow Kev:X: https://x.com/kevbondzioLinkedIn: https://www.linkedin.com/in/kevin-bondzio/*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:(10:30) Coda - Get started for free at https://coda.io/twist(20:43) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(30:04) 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*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex interviews founders from two frontier technologies reshaping our world. First, ZioSec is tackling the cybersecurity risks of AI agents with continuous adversarial testing before real attacks happen. Then, Terabase shows how mobile robotic factories are transforming solar energy deployment, assembling massive solar farms directly in the desert. With AI scaling across enterprises and clean energy demand surging, these startups are building critical infrastructure for our future.Timestamps:(0:00) Introduction to the episode(0:53) Show Kickoff with Alex(1:15) ZioSec is Putting Agentic AI in Charge of Cybersecurity(9:41) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(11:07)How Complex is ZioZec's Testing?(19:48) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(21:01) ZioSec's Vision for the Future(26:55) Terabase Wants to Transform How Solar is Built(30:00) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(31:30) Is Solar Our AI Power Problem Savior?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/v19fcpLinks from episode:Check out ZioSec: https://ziosec.com/Check out Terabase: http://www.terabase.energyFollow Aaron:LinkedIn: https://www.linkedin.com/in/aaron-walls/X: https://x.com/aaron0wallsFollow Andruis:LinkedIn: https://www.linkedin.com/in/auseckas/Follow Terabase:X: https://x.com/terabaseenergy?lang=enFollow 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:(9:41) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(19:48) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(30:00) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.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: Jason, Alex, and Lon break down OpenAI's latest power move: hiring Instacart CEO Fidji Simo to lead its consumer apps. They also dive into the ethical storm brewing around an AI-generated victim statement used in court — is this the future of legal testimony? Plus, they explore how late-stage funding rounds like a “Series G” don't automatically spell trouble anymore, and what The Checklist Manifesto can teach startup founders. Stick around for another Office Hours, where WhereToWheel gets a shot at the spotlight.*Timestamps:(0:00) We kick off the show!(2:28) Intro: It's all about having a system...(8:52) Wait, OpenAI STOLE Instacart's CEO?(10:00) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutions(18:03) Why Adam Curry is the Podfather(20:08) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(22:53) Would you want to be represented in court by an AI Avatar?(30:44) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(35:38) What the heck is "Minor M&A"?(48:10) When are we all getting humanoid robots?(53:30) Where2Wheel wants to help you off-roadSubscribe 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/v19fcp*Links from episode:Check out Wheel2Wheel: https://dev.where2wheel.com/*Follow Where2Wheel:X: https://x.com/Where2WheelLinkedin: https://www.linkedin.com/company/where2wheel-llc/*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:(10:00) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutions(20:08) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(30:44) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Lon & Alex discuss the day's hottest tech and startup news. Zoox's robotaxi crash and voluntary recall, COATUE's innovative open-ended venture fund that could democratize private tech investing, the NSO Group's massive $167M fine for spyware abuse, Uber's record-setting earnings and in-person work push, and a candid AI wake-up call from Fiverr's CEO urging employees to embrace automation or fall behind. From regulatory shakeups to funding innovation and the rise of AI productivity, this episode captures the chaos and opportunity of tech in 2025.Timestamps:(1:09) Show Intro(2:43) Will Coatue's new low buy-in fund replace or supplement traditional VC investments?(9:55) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(13:38) Zoox issues recall: why this might be the best case scenario for self-driving cars.(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(22:39) Meta wins settlement against NSO: do spyware companies even need to exist?(25:45) Uber bests expectations in Q1! Why their future is looking bright.(29:48) Notion - Try it for free today at https://notion.com/twist(33:10) How scared should we be of AI replacing us? Fiverr's CEO says VERY.(40:57) In Office Hours, Evan from FusionAds wants to know: how to make clients feel more confident in with AI-generated marketing?(50:03) The Founder Friday Tournament's Final Four is now... a FINAL FIVE?!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/v19fcpLinks from episode:Do Things That Don't Scale: https://paulgraham.com/ds.htmlFusionAds: https://www.fusionos.ai/ai-generative-advertisingFollow Evan:X: https://x.com/EG_FusionLinkedIn: https://www.linkedin.com/in/evangraj/Follow 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:(9:55) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.co(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(29:48) Notion - Try it for free today at https://notion.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: Cursor's explosive growth, hitting $200M in ARR and a massive $9B valuation. They also explore the buzz around Magical Toys' new AI-powered dinosaur, where LLMs meet playtime. The conversation turns to “vibe coding” and how AI dev tools are changing the way product teams build. Plus, Jason shares stories from his Formula 1 poker table, Uber's latest autonomous vehicle partnerships get analyzed, and we bring you highlights from our Founder Fridays pitch showdown, featuring Kippy from Sydney and MomSub from Chicago. Stick around to hear how Cloud Neuro is tackling SaaS sprawl.*Timestamps:(0:00) Jason kicks off the show!(3:52) Rise in popularity of F1 and Netflix's impact(10:23) Uber stock, partnerships, and self-driving technology(10:47) 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/twisttoday!(13:50) Aurora Innovation's SPAC and Cursor's valuation discussion(19:07) Revenue quality concerns for startups(20:17) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(21:37) User engagement versus churn in startups(23:06) AnySphere's ARR and impact of faster development on tech(30:29) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(32:11) Anker's portable solar solutions and off-grid living innovations(37:41) Jason's investment insights on Warner Brothers and Disney(38:27) Skype's decline and the rise of Zoom and Microsoft Teams(42:04) Founder Friday bracket final matchup and pitches(51:08) Interview with Fateen Anam Raffid from Magical Toys(59:24) Dino AI toy demonstration and future plans(1:04:20) Interview on CloudNuro's SaaS spend management(1:10:01) SaaS compliance, vendor-customer relationships, and AI spend management(1:16:09) CloudNuro's data-driven foundation and AI governance(1:18:46) Company growth, competitive landscape, and Chicago's entrepreneurial ecosystem*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/v19fcp*Links from episode:Magical Toys: https://www.magicaltoys.comCloudNuro: https://www.cloudnuro.ai/*Follow Fateen:X: https://x.com/Fateen_Anam*Follow Shyam:LinkedIn: https://www.linkedin.com/in/shyam-kumar-7b18524/:*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:(10:47) 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/twisttoday!(20:17) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(30:29) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com/ Mention our podcast and receive 20% off your first-year paid subscription.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

(0:00) The Besties welcome Box's Aaron Levie and Flexport's Ryan Petersen! (4:05) Is Sacks back? (8:19) Reflecting on Trump's first 100 days (28:16) Global trade disruption, how businesses are dealing with tariffs (49:14) Amazon flip-flops on its tariff pricing feature, national security issues (1:04:13) AI agents, 1,000,000X'ing AI, and more Follow Aaron Levie: https://x.com/levie Follow Ryan Petersen: https://x.com/typesfast Follow the besties: https://x.com/chamath https://x.com/Jason https://x.com/DavidSacks https://x.com/friedberg Follow on X: https://x.com/theallinpod Follow on Instagram: https://www.instagram.com/theallinpod Follow on TikTok: https://www.tiktok.com/@theallinpod Follow on LinkedIn: https://www.linkedin.com/company/allinpod Intro Music Credit: https://rb.gy/tppkzl https://x.com/yung_spielburg Intro Video Credit: https://x.com/TheZachEffect Referenced in the show: https://en.wikipedia.org/wiki/OODA_loop https://www.nbcnews.com/politics/joe-biden/biden-warns-risk-nuclear-armageddon-highest-cuban-missile-crisis-rcna51146 https://www.nytimes.com/2025/03/30/world/europe/us-ukraine-military-war-takeaways.html https://x.com/Molson_Hart/status/1915248938753392642 https://x.com/SecScottBessent/status/1917697018551754802 https://www.nytimes.com/2025/04/29/us/politics/trump-amazon-tariffs-prices.html https://x.com/chamath/status/1908239828283777393 https://www.theinformation.com/articles/openai-plots-charging-20-000-a-month-for-phd-level-agents?rc=pxkrxo https://manus.im https://www.theinformation.com/briefings/benchmark-invests-chinese-startup-behind-manus-ai-agent?rc=pxkrxo https://polymarket.com/event/which-company-has-best-ai-model-end-of-2025?tid=1746130417369

Today's show: Jason, Lon, and Alex break down a loaded week in tech: Apple's 27% App Store “link-out” fee gets shut down by a judge—unlocking margin for startups and slashing CAC; AI bots on Reddit's r/ChangeMyView are now 6x more effective than humans at changing minds, signaling a seismic shift in online discourse; and Beehiiv CEO Tyler Denk joins to discuss building in public, rapid product iteration, and the irony of being critiqued like a market leader for innovating too fast. The big takeaway? AI is evolving fast, gatekeepers are falling, and founders who build through chaos are best positioned to win.Timestamps:(0:00) Episode Teaser(1:20) Introduction and venture capital power law(4:14) Economic data and labor market trends(8:19) Mimicking trades and Dub's Series A funding(10:05) Kyte - TWIST Listeners: Go to https://kyte.com/ and download the Kyte app today. Use code JASON to save 10% on your first rental.(14:48) Apple App Store ruling and startup implications(19:44) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(21:44) App store fees and antitrust concerns(27:34) Fivetran's acquisition and Lena Khan's impact on VC(29:58) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(32:02) Venture capital scenarios and M&A future(37:23) Jason's Starbucks tweet and union perspectives(45:02) Reddit's AI experiment and online discourse(48:16) Interview with Tyler Denk from Beehiiv(49:52) Beehiiv overview and customer base(51:02) Beehiiv's revenue strategy and Boost feature(57:06) Balancing revenue streams and feature quality(1:04:30) MRR growth and founder transparency(1:08:05) Brand marketing impact and staying focused(1:11:44) Hiring challenges and platform comparisons(1:14:01) Twist 500 initiative updateSubscribe 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/v19fcpLinks from episode:Beehiiv: https://www.beehiiv.com/Follow Tyler:X: https://x.com/denk_tweetsFollow 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:(10:05) Kyte - TWIST Listeners: Go to https://kyte.com/ and download the Kyte app today. Use code JASON to save 10% on your first rental.(19:44) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(29:58) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartupsGreat 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

Ranjan Roy from Margins is back for our weekly discussion of the latest tech news. We cover 1) What an 'AI-First Company' is 2) Aaron Levie's AI-first memo to Box. 3) Luis von Ahn's AI-first memo to Duolingo 4) Tobi Lutke's AI-first memo to Shopify 5) Can non-tech company be AI-first? 6) Apple earnings 7) Apple's federal government issues 8) Microsoft earnings 9) Amazon earnings 10) Meta Earnings 11) NVIDIA vs. Anthropic 12) More on AI consciousness 13) The very handy Mag2 --- Enjoying Big Technology Podcast? Please rate us five stars ⭐⭐⭐⭐⭐ in your podcast app of choice. Want a discount for Big Technology on Substack? Here's 25% off for the first year: https://www.bigtechnology.com/subscribe?coupon=0843016b Questions? Feedback? Write to: bigtechnologypodcast@gmail.com

Today's show: Jason, Alex, Lon and Special Guest Mark Jeffrey of Hash Rate, cover the explosive rise of Bittensor, a decentralized AI compute network some are calling the “third great coin” after Bitcoin and Ethereum, explore Meta's bold move to host its open-source LLaMA models via partnerships with Groq and Cerebras—potentially setting the stage for a future AWS competitor—and unpack shocking revelations from the Wall Street Journal about Meta AI chatbots engaging in inappropriate conversations with underage users. Plus, we explore how AI is now writing up to 30% of code at major tech firms like Google and Microsoft, signaling a radical shift in how software gets built.Timestamps:(0:00) Episode Teaser(1:28) Introduction to the episode and guests(2:31) Mark Jeffrey's involvement in crypto and Bittensor project(5:06) Bitcoin vs. Bittensor: Stability and efficiency(10:20) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(15:16) Governance, staking, and starting a subnet in Bittensor(17:52) Exploring Ready.AI and its impact on the future of AI(20:08) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(27:17) Trump's influence on crypto regulations and the stablecoin act(30:03) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(38:42) AI-driven VC outreach and Alexis Ohanian's advice on cold emailing(45:03) Introducing LayerNext with CEO Buddhika Madduma and customer onboarding challenges(49:04) Ikigai for startups and balancing bespoke work with scalable product development(55:38) Strategies for securing lighthouse customers and the 'bear hug' approach(56:43) Reddit rapid response: Debating the return to office for young professionals(1:04:05) Closing remarks and guest plugsSubscribe 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/v19fcpLinks from episode:Hash Rate Podcast: https://www.youtube.com/@markjeffreyLayerNext: https://www.layernext.ai/r/antiwork: https://www.reddit.com/r/antiwork/Follow Mark:X: https://x.com/markjeffreyLinkedIn: https://www.linkedin.com/in/markjeffrey/Follow 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:(10:20) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(20:08) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:03) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.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

In this installment of AI Corner, Siadhal Magos, the CEO of Metaview, and Nolan Church explore the emerging trend of "CEO AI mandates" from the likes of Tobias Lütke and Aaron Levie at Box.*Email us your questions or topics for Kelli & Nolan: hrheretics@turpentine.coFor coaching and advising inquire at https://kellidragovich.com/HR Heretics is a podcast from Turpentine.Support HR Heretics Sponsors:Thatch makes it easy to give your team great healthcare. Save ~$1620 per employee yearly while giving them customizable plans. Visit https://thatch.AI/HR for a demo and receive a $100 gift card.Planful empowers teams just like yours to unlock the secrets of successful workforce planning. Use data-driven insights to develop accurate forecasts, close hiring gaps, and adjust talent acquisition plans collaboratively based on costs today and into the future. ✍️ Go to https://planful.com/heretics to see how you can transform your HR strategy.Metaview is the AI assistant for interviewing. Metaview completely removes the need for recruiters and hiring managers to take notes during interviews—because their AI is designed to take world-class interview notes for you. Team builders at companies like Brex, Hellofresh, and Quora say Metaview has changed the game—see the magic for yourself: https://www.metaview.ai/hereticsKEEP UP WITH SIADHAL, NOLAN + KELLI ON LINKEDINSiadhal: https://www.linkedin.com/in/siadhalNolan: https://www.linkedin.com/in/nolan-church/Kelli: https://www.linkedin.com/in/kellidragovich/—LINK/S: The 6 Steps to Master AI: TIMESTAMPS:(00:00) Intro(00:33) The CEO AI Mandate Trend(01:22) Siadhal's Take on AI Mandates(02:35) AI Orchestration as a Career Necessity(03:00) Headcount Management in the AI Era(04:04) AI Leverage vs. Team Size(06:03) Sponsors: Thatch | Planful(08:13) AI Upskilling and Education(09:21) Personal AI Tuition in Organizations(10:18) The Reflexive AI Problem-Solving Approach(11:27) Show and Tell: Learning from Power Users(12:00) Knowing What's Possible as Motivation(13:22) Carrot vs. Stick: Recognizing AI Adoption(14:38) Beyond AI as a Metric: Performance is the Goal(15:34) Wrap(15:58) Sponsor: Metaview This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hrheretics.substack.com

Today's show: we break down the wild story behind Meta's AI chatbots going completely off the rails — including a bombshell WSJ exposé about bots flirting with minors. Then they cover Palo Alto Networks' huge $500M+ acquisition of Protect AI, and sit down with the founder of Formulate, who's building a robotic kitchen for chemicals and cosmetics. Plus, we get into some spicy takes on the secret group chats shaping tech behind the scenes, whether AI can clean up bad code faster than humans, and a Founder Fridays Texas showdown between Osprey and Wispr.*Timestamps:(0:00) Jason kicks off the show.(1:45) Jason's recent trip to Detroit.(7:47) The influence of group chats on tech, politics, and Trumpism(10:54) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(19:48) The importance of proactive communication in media(20:04) Fidelity Private Shares℠ - Visit ⁠ https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(21:44) Palo Alto Networks acquires Protect AI(28:57) ARX Robotics and the future of autonomous military platforms(29:31) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(35:27) Sentra's $50M Series B in data security posture management(42:16) Lightrun's $70M Series B and venture capital trends(51:28) Meta's AI chatbots, ethical concerns, and Founder Friday competition(1:05:19) Formulate interview with Osmaan Shah(1:11:52) Scaling microfactories and the benefits of Formulate's platform(1:21:10) Business model and future of robotics in manufacturing(1:24:38) Potential applications in food and agriculture for Formulate Robotics*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/v19fcp*Links from episode:Check out Formulate Robotics: https://www.linkedin.com/company/formulaterobotics/posts/?feedView=allCheck out Protect AI: https://protectai.com/Check out Lightrun: https://lightrun.com/Check out Sentra: https://www.sentra.io/Check out the WSK article on Meta's “Digital Companions”: https://www.wsj.com/tech/ai/meta-ai-chatbots-sex-a25311bf?st=6jzH4S&reflink=desktopwebshare_permalinkCheck out ARX Robotics: https://www.arx-robotics.com/*Follow Osmaan:LinkedIn: https://www.linkedin.com/in/osmaanshah/X: https://x.com/osmaanshah*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:(10:54) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(20:04) Fidelity Private Shares℠ - Visit https://www.fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription.(29:31) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon break down today's top tech and startup stories — from Slate Auto's customizable $25K EV truck to Discord's major leadership shakeup ahead of a potential IPO. They also cover Uber's self-driving push with Volkswagen, Perplexity AI's aggressive growth moves, and why value-driven products are winning in a tough economy. Plus, Alex sits down with Tailscale CEO Avery Pennarun to unpack how they grew from 5K to 10K customers — and why fixing internet networking could spark the next huge wave of innovation.*Timestamps:(0:00) Jason, Lon and Alex kick off the show!(3:26) Introduction and features of Bezos-backed EV truck company, Slate(7:55) Market impact and value proposition of Slate's EV trucks(9:48) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(14:04) EV features and market potential discussion(17:42) Discord CEO steps down and IPO prospects(20:19) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(24:00) Uber and Volkswagen's self-driving car partnership(28:39) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(30:00) Pace of self-driving car adoption and regulation(37:20) Butterfly Effect secures Benchmark investment(38:37) Perplexity and Motorola Razr partnership(43:12) Jason's experience with Light Phone(45:39) New York Times and Ziff Davis lawsuits against OpenAI(50:09) Nonprofit structures and OpenAI's mission issues(54:01) Founder Friday: Pitchfire and TACTUN's two-year plans(1:02:28) Introduction to Tailscale and Avery Pennarun(1:10:17) Tailscale's enterprise adoption(1:21:13) Current Internet networking issues*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/v19fcp*Links from episode:Check out Tailscale: https://tailscale.com/ Check out Slate vehicles: https://www.slate.auto/enCheck out Not For Private Gain:https://notforprivategain.org/Check out the Light Phone: https://www.thelightphone.com/Check out Oregon lawmakers article: ****https://www.oregonlive.com/politics/2025/04/oregon-lawmakers-to-decide-whether-big-tech-should-pay-to-support-local-journalism.htmlCheck out Manus: https://manus.im/*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:(9:48) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(20:19) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(28:39) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex and Lon unpack the FTC's lawsuit against Uber and what it could mean for subscription UX, break down how AI startup Cursor is growing faster than almost any SaaS company in history, and discuss how dark patterns, consumer trust, and regulatory scrutiny are reshaping product design. They also touch on the future of big tech breakups, share insights from founder Office Hours with GoShare CEO Shaun Savage, highlighting the power of focus, capital, and customer obsession for startups navigating turbulent markets.Timestamps:(0:00) Episode Tease(1:21) Jason talks about personal interests, frugality, and TWIST live tour(7:29) Nick Huber's tweet on tariffs and business impact(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(11:22) Market uncertainty and paused deals(13:57) Trump's market feedback and tariffs(16:29) Cursor's rapid revenue growth(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(21:16) Valuation discussion continuation and FTC sues Uber(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(31:26) FTC dark patterns and consumer protection(33:23) Founder Friday bracket competition: LifeStack vs MedSimple(43:50) Introduction to GoShare and founder Shaun Savage(45:57) Regulatory challenges in the gig economy and supply chain resilience(57:37) Diversification strategies for GoShare's delivery professionals(1:00:23) Benefits of office hours and brainstorming with portfolio companies(1:01:26) Founder University and Launch Accelerator updatesSubscribe 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/v19fcpLinks from episode:GoShare: https://goshare.co/Founder University: https://www.founder.university/Follow Shaun:X: https://x.com/ShaunSavage19LinkedIn: https://www.linkedin.com/in/shaunsavage/Follow 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:(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.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 and Lon break down the biggest stories in tech and startups this week: OpenAI's new models are powerful but glitchy, Meta's internal docs hint that Zuck knows the Facebook friends graph is toast, and fintech startup TapCheck might actually be doing some good. Plus, robot lifeguards and humanoid races — the wildest videos of the week and what they mean. Then, Alex sits down with Jason Reminick, founder of Thalamus, the platform that helps match medical residents to hospitals (with 85% market share!). They talk about becoming a Public Benefit Corp and how Thalamus is tackling the doctor shortage in the U.S.*Timestamps:(0:00) Jason kicks off the show(1:43) OpenAI's new models and issues with Wikipedia as AI knowledge bases(8:27) FTC antitrust case around Meta; breaking up big tech(11:13) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(13:04) Tapcheck's impact on employee retention and minimum wage variations(19:56) 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!(24:31) New company Revel's safety software(27:14) Humanoid robot marathon in Beijing(30:15) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://brex.com/banking-solutions(35:46) New color discovery “Olo”(40:30) Blue Sky is Falling: Robots, delivery, surveillance, and privacy concerns(55:20) Alex sits down with Jason Reminick of Thalamus(56:01) Thalamus and the medical residency application process(59:42) AI in residency applications and standardizing medical school grades(1:03:30) Thalamus' market share and collaboration with medical associations(1:10:08) Impact of budget cuts on rural hospitals and business model expansion*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/v19fcp*Links from episode:Check out Thalamus: https://www.thalamusgme.com/Check out the Robot Lifeguard: https://oceanalpha.com/product-item/dolphin1/Check out TapCheck: https://www.tapcheck.com/*Follow: Jason ReminickLinkedIn: https://www.linkedin.com/in/jason-reminick-md-mba-ms-bb251645/Thalamus on X: https://x.com/ThalamusGME/status/1757812695787581485*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:(11:13) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:56) 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!(30:15) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://brex.com/banking-solutions*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon discuss the rise of LMArena as it spins out into a full-fledged startup, what that means for AI benchmarking, and how it could monetize its growing community. They also dive into the emerging value of application-layer AI startups and why OpenAI's acquisition spree is just beginning. Plus, branding expert Scott Bair drops tactical design tips for founders—from logos to product UX—that can give your startup the edge.Timestamps:(0:00) AI companies and value accrual in the AI rush(1:29) Productivity in remote work(5:12) Overview of LM Arena as a startup(7:22) Business models for AI and benchmarking(10:05) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(14:16) Milestone-based investing and early-stage funding(16:34) OpenAI's acquisition moves and AI market dynamics(20:12) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist(21:15) Intangible value and strategic acquisitions in AI(24:30) High valuations and consumer AI pricing models(26:00) The rise of drone startups and autonomous weapon systems(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 northwestregisteredagent.com/twist today!(32:00) Venture interest in drones and geopolitical considerations(32:30) Branding, design, and founder questions(43:51) Brand mission and work environment culture(47:10) Savage my startup and live clinic(49:30) Logo design and color theory(56:29) Designing great websites and apps(59:29) Founder University website review(1:00:49) Closing remarks and social media plugsSubscribe 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/v19fcpCheck out:Lunour: https://www.lunour.com/Founder Fridays: https://www.founderfridays.tech/Founder University: https://www.founder.university/Follow 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:(10:05) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(20:12) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openpjhone.com/twist(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 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon discuss Figma's surprise IPO filing following its $1B breakup from Adobe, OpenAI's quiet push into social networking through a Sora image-sharing feed, and how sweeping new China tariffs are wreaking havoc on ecommerce companies—impacting jobs, supply chains, and pricing. Plus: the Substack vs. Patreon battle heats up, Lyft expands internationally, and we talk to the founders of Nerd Crawler and Cuts Clothing about how policy decisions ripple through startup land. A packed show with insights founders can't afford to miss.Timestamps:(0:00) Tariffs impact on ecommerce and CPG(2:22) Figma files to go public and Adobe's billion-dollar breakup fee(6:48) IPO market, competition, and Hammerspace's $100 million raise(9:34) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(11:32) Patreon's new streaming feature and Substack's growth(19:08) Jason's experience with Patreon and Substack apps(19:33) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(25:58) OpenAI's new social network and Temu's Google Shopping ads shutdown(29:24) Notion - Try it for free today at https://notion.com/twist(37:11) Nerdcrawler's business model and comic book industry economics(42:33) Marketplaces, scaling challenges, and tariff policy impact on startups(47:29) Steven Borrelli's viral tweet on tariffs and administration response(50:26) Effects of tariffs on costs, supply chain, and American manufacturing(57:56) Infrastructure, investment for US production, and potential layoffs(1:02:34) Closing remarks, endorsements, and quality of Cuts clothing(1:04:25) Addressing misconceptions about Asian manufacturing(1:05:00) OpenAI acquisition of Codium and market impact of tariff fears(1:05:52) Critique of tariff policy communication and domestic job creation discussionSubscribe 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/v19fcpCheck out:Nerd Crawler: https://nerdcrawler.comCuts: https://www.cutsclothing.com/Follow 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:(9:34) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(19:33) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(29:24) Notion - Try it for free today at https://notion.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

In this episode, we sit down with Aaron Levie, CEO and co-founder of Box, for a wide-ranging conversation that's equal parts insightful, technical, and fun. We kick things off with a candid discussion about what it's like to be a public company CEO during times of volatility, and then rewind to the early days of Box — from dorm room experiments to cold emailing Mark Cuban and dropping out of college.From there, we dive deep into how AI is transforming the enterprise. Aaron shares how Box is layering AI agents, RAG systems, and model orchestration on top of decades of enterprise content infrastructure — and why “95% of enterprise data is underutilized.”We explore what's actually working with AI in production, what's still breaking, and how companies can avoid common pitfalls. From building hubs for document-specific RAG to thinking through agent-to-agent interoperability, Aaron unpacks the architecture of Box's AI platform — and why they're staying out of the model training wars entirely. We also dig into AI culture inside large organizations, the trade-offs of going public, and why Levie believes every enterprise interface is about to change.Whether you're a founder, engineer, enterprise buyer, or just trying to figure out how AI agents will reshape knowledge work, this conversation is full of practical insights and candid takes from one of the sharpest minds in tech.BoxWebsite - https://www.box.comX/Twitter - https://twitter.com/BoxAaron LevieLinkedIn - https://www.linkedin.com/in/boxaaronX/Twitter - https://x.com/levieFIRSTMARKWebsite - https://firstmark.comX/Twitter - https://twitter.com/FirstMarkCapMatt Turck (Managing Director)LinkedIn - https://www.linkedin.com/in/turck/X/Twitter - https://twitter.com/mattturck(00:00) Intro(01:51) Navigating uncertainty as a public company CEO(14:48) The Box origin story: college, cold emails, and Mark Cuban(23:39) Cloud transformation vs. the AI wave(30:15) The reality of AI in the enterprise: proof of concept vs. deployment(34:37) Inside Box's AI platform: Hubs, agents, and more(44:15) Why Box won't build its own model (and the dangers of fine-tuning)(51:51) What's working — and what's not — with AI agents(1:04:42) Building an AI culture at Box(1:13:22) The future of enterprise software and Box's roadmap

Today's show: In this episode, Jason, Alex, and Lon dive into Blue Origin's all-female celeb spaceflight (yes, Katy Perry sang on reentry), Hugging Face's unexpected move into robotics, and Jack Dorsey's wild take that we should “delete all IP law.” Plus, they break down Figure AI's eye-popping $39B valuation, the risks of SPVs, and what founders and investors can learn from the SPAC boom. As Jason puts it: “You just have to assume an 80% failure rate.”*Timestamps:(0:00) Jason kicks off the show!(1:34) Blue Origin all-female crew launch and space tourism(7:17) Emerging technologies and tech adoption trends(10:07) 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!(12:38) Hugging Face acquires Pollen Robotics; Open AI and robotics debate(19:42) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:42) Significance of Hugging Face in generative AI; Jack Dorsey's IP law stance(25:01) U.S. high-tech job market; revisiting IP law discussions(30:03) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(31:03) IP law and American innovation(32:22) Challenges in startup exits and secondary trading platforms(37:09) Figure AI's valuation controversy(46:37) Startup insights and investing perspectives(50:39) Jeff Bezos on risk assessment(57:03) Jason's personal journey and reflections(1:02:06) Developing a samurai mindset; societal systems abstraction*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/v19fcp*Follow Lon:X: https://x.com/lons*Follow 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:(10:07) 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!(19:42) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:03) 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.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex interviews founders from Abacus and Synthesia—two companies leading the charge in vertical AI. Abacus is deploying on-prem LLMs to banks and insurers with a focus on data control, accuracy, and integration with legacy infrastructure. Synthesia just hit $100M ARR by helping 70% of the Fortune 100 turn internal documents into scalable AI video. If you're interested in how generative AI is moving from hype to real enterprise utility, this one's for you.Timestamps:(0:00) Introduction to vertical AI with Abacus and Synthesia(1:57) Real-world applications of AI in regulated industries & Interview with Abacus founder David Moscatelli(5:02) Unique challenges for banks and credit unions using AI & Abacus OS private LLM(9:56) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(11:57) Abacus features, benefits, and customer acquisition strategies(12:27) Decentralized indexer, data integration, and voice AI technology with VAPI(19:58) Vapi - Go to vapi.ai/twist and get 1000 minutes free per month - for life.(24:47) On-premise setup, combating AI hallucinations, and trust in AI responses(30:08) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(33:40) Abacus company growth, fundraising, and sales hiring(38:25) Introduction to Synthesia CEO Victor Riparbelli, AI avatars, and building a startup in Europe(41:34) Synthesia's market positioning, target use cases, and personalized avatars(46:33) Synthesia's training data, partnerships, and improvements in AI avatar technology(55:57) Synthesia's growth, Fortune 100 companies usage, and financial aspects(1:00:21) AI model competition, market appetite, and enterprise focus(1:02:09) Future of AI in video creation, ethicalconsiderations, and Synthesia's 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/v19fcpCheck out:Abacus: https://www.goabacus.co/Synthesia: https://www.synthesia.io/Follow 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) Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months.(19:58) Vapi - Go to vapi.ai/twist and get 1000 minutes free per month - for life.(30:08) Hubspot for Startups - Visit hubspot.com/startups and join the founders who are turning growth challenges into opportunities.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: We dive into the latest tech and startup news — including Palantir's bold new fellowship program that challenges the traditional college path, and DoorDash's rollout of burrito-delivering Coco robots in LA and Chicago. We debut our new segment “Tips from the Trenches,” focused on how to land your first customers, and wrap up with two great Office Hours: BRX.ai (self-healing AI agents) and InviteJet (calendar-based marketing). Plus, one founder's wild story about a fake investor using an AI deepfake on Zoom. Don't miss Jason's tactical GTM advice and a reminder that if no one complains about your pricing, you're probably too cheap.*Timestamps:(0:00) Jason kicks off the show!(2:01) Palantir's new fellowship program and alternative education paths(9:12) Digg's Groundbreakers program and paid community model(10:33) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(13:21) DoorDash's partnership with Coco robotics for deliveries and the future of robotic deliveries(20:26) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(21:56) Tips from the Trenches “Your First Customers”(22:31) Strategies for acquiring first customers from Y Combinator founders(30:35) AdQuick - For TWiST listeners - AdQuick is waiving their fee on your first campaign. Visit https://www.adquick.com/twist(32:00) Office Hours with Jake and Daniel from BRX about their product and growth strategy(41:05) Feedback on BRX's website clarity and branding strategies(46:45) Office Hours with Brian Watson from InviteJet(49:00) Challenges faced by InviteJet and dealing with fraudulent investors(56:43) InviteJet's churn rates, ideal customer profiles, and future plans(1:01:43) Discussing Invitejet's pricing strategies, customer loyalty, and marketing tactics*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/v19fcp*Links from the show:BRX AI: https://brx.ai/InviteJet: https://www.invitejet.com/*Follow BRX:X: https://x.com/BRXinc*Follow InviteJet:X: https://x.com/InviteJet*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:(10:33) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:26) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(30:35) AdQuick - For TWiST listeners - AdQuick is waiving their fee on your first campaign. Visit https://www.adquick.com/twist*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon talk about stories reshaping the startup world: 70mph drone deliveries are officially live in Dallas, with Zipline and Walmart promising groceries “as the crow flies” in under 5 minutes. Meanwhile, Trump slaps a 125% tariff on China and hints at a global economic shakeup — Jason warns founders to brace for layoffs and bankruptcies unless they've got a Plan B and C. Finally, a UK startup sells for $450M and VCs barely break even… but the founders walk with $20M. Jason explains how small exits create the most dangerous kind of founder: the one who never needs another check. Plus Office Hours with Orchestra CEO Sergie Poe.Timestamps:(0:00) Jason kicks off the show!(1:37) Tariffs, market volatility, and startup implications(5:33) Startup resilience: Layoffs and bankruptcies(10:35) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutions(12:10) Globalization and startup ecosystems(13:52) Recent startup deals and Zipline's expansion(19:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(21:16) Zipline drones and Marquese Brownlee's review(24:31) 70MPH Drones and the future of ddeliveries(30:05) 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!(31:51) Founder FridaysPitch Madness matchups(33:35) LifeStack and Burble pitches and discussion(43:26) Arcana and Tactun pitches and discussion(50:12) Summer West Whiskey and MomSub pitches and evaluation(56:36) Orchestra's office hours: Challenges and strategiesSubscribe 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/v19fcpLinks from the show:Orchestra: https://orch.so/Follow 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:(10:35) Brex. Get the business account trusted by 1 in 3 US startups at ⁠https://www.brex.com/banking-solutions(19:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:05) 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.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex unpack a wild week in tech and the markets — including a fake tweet that moved $4 trillion and Trump's latest tariff talk. Lon jumps in for another round of Founder Fridays Pitch Madness, where four early-stage startups compete for a spot in the Elite Eight. Plus, Alex chats with Sunny Khamkar, CEO of MenuData, about how AI is revolutionizing the food industry. They also dive into how founders should rethink their runway, what Shopify's bold AI memo means for the future, and whether VCs are placing earlier bets to chase that $1M ARR milestone. Don't miss the founder pitches and a fresh take on AI-powered food trend tracking!*Timestamps:(0:00) Jason kicks off the show!(2:11) Market chaos, tariffs, and their effects(5:59) Economic uncertainty: Advice for founders(8:00) Tariffs' potential impact on tech sectors(9:58) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com ⁠! Mention our podcast and receive 20% off your first-year paid subscription.(13:27) SignalFire's billion-dollar fund(17:32) Achieving significant startup revenue and its importance(20:20) Coda - Empower your startup with Coda's Team Plan for free—get 6 months at https://www.Coda.io/twist(21:54) Krea's $87 million raise and subscription model analysis(27:33) Big tech's influence on niche subscription services(30:02) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(31:09) AI advancements: Midjourney v7 and voice activation(36:43) Shopify's AI Manifesto(41:00) Founder Friday bracket updates(57:16) Founder Q&A: Lessons for first-time founders(1:05:00) MenuData's CEO Sunny Khamkar interview(1:16:10) MenuData's pricing, customer base, and growth plans(1:23:38) AI's vertical impact and Menu Data's strategy*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/v19fcp*Links from the show:Check out MenuData: https://www.menudata.ai/Check out Krea: https://www.krea.ai/Check out Tobi Lutke's ”AI Manifesto” https://x.com/tobi/status/1909251946235437514Check out Pitchfire: https://www.pitchfire.com/Check out CREATANT: https://www.creatant.com/Check out Vidala Labs: https://vidalalabs.com/Check out Kippy: https://kippy.ai/Follow Sunny Khamkar:LinkedIn: https://www.linkedin.com/in/sunny-khamkar-84b905a*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Lon:X: https://x.com/LonsLinkedIn: https://www.linkedin.com/in/lonharris*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(9:58) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com ⁠! Mention our podcast and receive 20% off your first-year paid subscription.(20:20) Coda - Empower your startup with Coda's Team Plan for free—get 6 months at https://www.Coda.io/twist(30:02) Gusto - Get three months free when you run your first payroll at http://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 McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex dive into the startup world's latest chaos — from Nasdaq's slide and Trump's tariffs to Klarna's IPO pause and Rippling's $16B target. They break down what founders really need to know: tightening CIO budgets, longer sales cycles, but easier hiring. Plus, TikTok's ban gets another delay (with Bezos possibly lurking?). In Office Hours, they chat with two sharp founders: Luke Belbina from PodEngine, who's building AI for podcasters and doubling revenue, and David Moscatelli from Abacus, who's bringing secure, on-prem AI to banks and just hit $1M ARR. Don't miss it!

Today's show: Circle gears up for its IPO and the stablecoin wars heat up, Palantir's meme stock status gets a reality check, and they riff on a possible Uber + DoorDash merger and whether AI should train on Substack content. They react to Sequoia partner Andrew Reed's inside take on fund dynamics, laugh at a brutal VC meme, and wrap with “Office Hours” featuring Caylee Harrington, founder of Hookhub — the Airbnb for RV parking — to talk vanlife, growth, and building in an unsexy market.*Timestamps:(0:00) Alex and Jason kicks off the show!(1:29) Palantir's stock and market dynamics(5:43) Meme stocks and reversion to the mean(6:57) X and XAI merger(10:01) Squarespace - TWiST listeners: use code TWIST to save 10% off your first purchase of a website or domain: https://www.Squarespace.com/TWIST(12:05) M&A trends in tech and AI content acquisitions(17:22) Valuation strategies for acquisitions(22:05) Oracle - TWiST listeners can try OCI and save up to 50% on your cloud bill at ⁠⁠⁠https://www.oracle.com/twist⁠(23:31) Circle's IPO and stablecoin regulations(30:46) Fidelity Private Shares - Visit ⁠https://www.fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(32:26) Crypto community and anti-money laundering in stablecoins(37:43) IPO and SPAC updates in tech(41:20) Deep tech investment risks and lessons from SPACs(44:03) Hookhub's journey and RV market insights(49:27) Growth and challenges in RV market(52:01) Hookhub's social media and content strategy(58:48) Hookhub's investor pitch and growth strategy(1:04:11) Van life business model potential(1:06:16) Sequoia's internal culture and investment strategy(1:13:03) Sequoia vs. Andreessen Horowitz and VC indexing(1:15:32) Venture capital humor and closing remarks*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/v19fcp*Links from the show:Hookhub: https://www.hookhub.co/*Follow Caylee:X: https://x.com/Mariano_APOLinkedIn: https://www.linkedin.com/in/mariano-apodaca-45b07a16a/vFollow 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:(10:01) Squarespace - TWiST listeners: use code TWIST to save 10% off your first purchase of a website or domain: https://www.Squarespace.com/TWIST(22:05) Oracle - TWiST listeners can try OCI and save up to 50% on your cloud bill at ⁠https://www.oracle.com/twist⁠(30:46) Fidelity Private Shares - Visit ⁠⁠https://www.fidelityprivateshares.com⁠⁠! Mention our podcast and receive 20% off your first-year paid subscription.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon cover everything from wild political headlines to big moves in AI and venture. They kick things off with the surprising Trump pardon of Trevor Milton, the disgraced Nikola founder, and break down CoreWeave's rocky IPO debut. Then, Jason and Alex sit down with Mariano Apodaca, founder of Prosperous AI, to talk about AI tools for negotiating construction and aerospace material costs. Later, in a brand new segment called "Office Hours with JCal," Jason reacts to real founder feedback clips, pulls key startup lessons, and explains why building for a market that doesn't yet exist might actually be your biggest edge. Along the way, the team explores the power of taking just 10% of the value you create — a pricing philosophy that could unlock your next big win.*Timestamps:(0:00) Jason kicks off the show!(4:05) Breaking news on CoreWeave and Founder University insights(9:21) Hubspot for Startups - Visit https://www.hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(10:57) Trevor Milton's pardon and AnySphere's Cursor success(19:21) Pricing strategies for startups(20:19) Vanta - TWiST listeners automate your SOC2 and get $1,000 off at http://www.vanta.com/twist(21:38) AI sentiment and startup growth strategies(25:14) Guest interview: Mariano from Prosperous AI(30:21) Notion - TWiST listeners can try it for free at https://notion.com/twist(31:52) Prosperous AI's market data integration and growth(35:03) Founder University's impact on Prosperous AI(40:54) Product line expansions and fundraising growth strategies(44:20) Startup decision-making and investor feedback(47:02) Founder University and customer feedback importance(51:12) Canva CEO's insights and handling investor rejection(58:17) Products creating new markets and finding outlier founders(1:06:15) Venture success with Fred Wilson and Brad Burnham(1:09:18) Market selection, execution, and partner-product fit in startups*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/v19fcp*Links from the show:Prosperous AI: https://prosperousprocess.ai/*Follow Mariano:X: https://x.com/Mariano_APOLinkedIn: https://www.linkedin.com/in/mariano-apodaca-45b07a16a/*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:(9:21) Hubspot for Startups - Visit https://www.hubspot.com/startups and join the founders who are turning growth challenges into opportunities.(20:19) Vanta - TWiST listeners automate your SOC2 and get $1,000 off at http://www.vanta.com/twist(30:21) Notion - TWiST listeners can try it for free at https://notion.com/twist*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Box CEO Aaron Levie joined the show to share his perspective on how AI is reshaping the enterprise landscape. He shared what his customers are actually thinking about when it comes to AI, the shift from closed to open-source models, and why the biggest opportunities might not be in flashy consumer tools but in workflow automation and data-rich enterprise applications. Aaron also shares his take on the changing business model dynamics in B2B, including the rise of usage-based pricing, and what it means for the next wave of software companies. 00:00 Introduction to AI in B2B and Consumer Worlds 00:32 Conversation with Aaron Levy: AI in the Enterprise 01:10 Defining a Model Company and AI's Role 02:19 Challenges and Opportunities in AI for Enterprises 03:44 Open Source vs. Commercial AI Models 05:40 The Future of AI Agents 11:42 AI's Impact on Business Models and Pricing 15:16 AI's Potential to Transform Industries 27:14 Comparing AI and Cloud Adoption 30:05 Strategizing AI Implementation 31:08 Customer Adoption and Resistance 32:59 Practical Considerations and Challenges 34:58 Building Flexible AI Architectures 37:57 Exploring Agentic Workflows 41:57 Future of AI in Enterprises 43:36 Rapid Fire Questions on AI Impact 53:20 Exciting AI Features at Box 55:53 Conclusion and Final Thoughts

Today's show: In this episode, Alex and Lon kick things off with the latest tech news — including 23andMe's dramatic collapse, MicroStrategy's half-million Bitcoin haul, and whether we're finally seeing a rebound in startup M&A. Then they sit down with three standout founders building the future across AI chips, data privacy, and healthcare. First up, Etched CEO Gavin Uberti explains why they're betting big on transformer-specific ASICs. Then, Skyflow co-founder Anshu Sharma breaks down how they're helping enterprises use LLMs without leaking private data. Finally, MedServe's team walks us through how they're securing medications in outpatient clinics and staying on the right side of the DEA.*Timestamps:(0:00) Alex kicks off the show(1:15) 23andMe bankruptcy and SPACs impact(5:23) MicroStrategy's Bitcoin strategy(8:58) Increase in M&A activity and market trends(10:06) Northwest Registered Agent - Get a 60% discount on your next LLC at https://www.northwestregisteredagent.com/twist(13:37) Browser use, agentic AI, and VC market insights(19:28) Financial responsibility in startups(20:28) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(21:56) Interview with Gavin Uberti of Etched(30:32) Fidelity Private Shares℠ - Visit ⁠https://www.fidelityprivateshares.com ! Mention our podcast and receive 20% off your first-year paid subscription.(32:12) Economic and technical aspects of chip efficiency(39:53) Etched's market demand, manufacturing, and AI scaling(43:05) Founder insights and hardware startup potential(45:43) Introduction to Skyflow and Anshu Sharma(50:19) Skyflow's growth and customer acquisition strategies(1:03:09) ServiceNow's new product and Skyflow's bullish outlook(1:06:33) M&A interest and AI stack value creation(1:12:06) Skyflow's funding and cybersecurity customer trust(1:13:12) Introduction to MedServe and Milwaukee's startup ecosystem(1:16:30) MedServ's solution to drug dispensing and diversion(1:23:05) Economic challenges and solutions for smaller facilities(1:26:50) MedServe cabinet features and use case demonstration(1:29:51) Cybersecurity and physical security of MedServe systems*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/v19fcp*Follow Etched:Website: https://www.etched.com/X: https://x.com/EtchedLinkedIn: https://www.linkedin.com/company/etched-ai/*Follow MedServe:Website: https://medserverx.com/X: https://x.com/MedServeRXLinkedIn: https://www.linkedin.com/company/medserverx/*Follow Skyflow:Website: https://www.skyflow.com/X: https://x.com/SkyflowAPILinkedIn: https://www.linkedin.com/company/skyflow/*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Lon:X: https://x.com/Lons*Thank you to our partners:(10:06) Northwest Registered Agent - Get a 60% discount on your next LLC at https://www.northwestregisteredagent.com/twist(20:28) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:32) Fidelity Private Shares℠ - Visit https://www.fidelityprivateshares.com ⁠ Mention our podcast and receive 20% off your first-year paid subscription.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon break down a subreddit question: A founder builds 100% of the product, is promised equity—and now he's being pushed out. We break down exactly what he should do next. Plus, YouTuber Mark Rober's viral Tesla test gets fact-checked by a small creator, and the results don't look great for Mark. Finally, TechCrunch gets quietly sold to Regent in what looks like a fire sale. Is this the end of an era for tech media? Timestamps:(0:00) Episode Teaser(1:25) Jason's memories of Tony Shea(4:09) High stakes poker stories with Tony Shea(7:28) Reflecting on joy and fun in life(9:45) Atlassian - Head to https://www.atlassian.com/software/startups to see if you qualify for 50 free seats for 12 months.(11:46) Founder question from Reddit(20:12) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(21:52) Subreddit question: Stealth vs. building in public(27:33) Update: Mark Rober's Looney Tunes wall experiment(31:21) Lemon.io - Get $2000 off your first hire at http://lemon.io/hire(37:50) Lessons from the Mark Rober experiment(40:24) The future of tech journalism and subscription models(47:34) Jason's idea for a gadget museum(50:12) Updates on CoreWeave and Klarna IPOs(51:43) Bipartisan bill to amend Section 230(56:29) Algorithms and their impact on Section 230(59:00) Global perspectives on online speech and anonymity(1:00:00) Podcast closing and call for social media engagementSubscribe 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 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:(9:45) Atlassian - Head to https://www.atlassian.com/software/startups to see if you qualify for 50 free seats for 12 months.(20:12) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(31:21) Lemon.io - Get $2000 off your first hire at http://lemon.io/hireGreat 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: Tesla FSD drama, Google's massive $32B cybersecurity bet, and XRP's SEC victory. Jason, Lon, and Alex break down the internet firestorm over Mark Rober's viral Tesla test, why Google's Wiz acquisition could spark a new M&A wave, and what the SEC dropping its case against XRP means for crypto's future.Timestamps:(0:00) Episode Teaser(1:27) Show intro(2:01) Jason's skiing trip and Tesla stock banter(3:00) Criticism of Democratic party's approach(5:44) Discussion of Mark Rober's Tesla and lidar video and autopilot vs FSD(8:00) Mark Rober's response and debate over his relationship with lidar CEO(9:56) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(11:02) Further criticisms and analysis of Rober's video and audience expectations(19:41) Suggestion for Rober to redo the test and video title accuracy(20:07) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(21:38) Accountability and public reaction to Rober's video(25:00) Potential fallout, personal consequences, and stock impact(29:58) AdQuick - For TWiST listeners - AdQuick is waiving their fee on your first campaign. Visit https://www.adquick.com/twist(31:18) Personal investments and conflicts of interest(33:25) Wiz acquisition and implications for M&A market(37:28) Calculation of returns and LP impact(40:38) Benefits of M&A for society and antitrust concerns(43:27) Examples of market cornering, price gouging, and cloud computing(49:29) XRP and SEC lawsuit update and implications(56:29) Proposed regulations for crypto projects and Trump coin(1:00:21) The need for clear crypto regulations and potential for new projectsSubscribe 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/v19fcpLinks from the show:Mark Rober's Philip Defranco interview: https://www.youtube.com/watch?v=W1htfqXyX6MFollow 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) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(20:07) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(29:58) AdQuick - For TWiST listeners - AdQuick is waiving their fee on your first campaign. Visit https://www.adquick.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: Alex interviews two incredible founders from the TWIST 500! First, Replit CEO Amjad Masad breaks down how AI-powered coding is changing software development and what the future of agents looks like. Then, Starfish Space co-founder Austin Link explains how they're building a satellite towing service to extend missions and clean up orbit. Two deep dives into the future of tech and space.Timestamps: (0:00) Alex kicks off the episode!(0:53) Discussing Replit's capabilities and introduction of CEO Amjad Masad(4:17) Replit's evolution and turning down a billion-dollar acquisition offer(9:48) Vapi - Go to https://vapi.ai/twist and get 1000 minutes free per month - for life.(11:42) Impact of LLMs and AI agents(17:13) Choosing Anthropic's Claude for Replit(19:46) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist (21:29) Anthropic success and closed source AI implications(24:37) Replit market response and economics of AI models(28:14) Future of Replit's AI tools and plans(33:41) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit http://northwestregisteredagent.com/twist today!(35:12) Introduction to Starfish Space and its mission(38:50) Core missions and challenges of the Otter satellite(47:29) First official mission with Otter and key partnerships(50:57) Economics and ownership of satellite services(53:11) Key components of the Otter project(57:19) Startups in the space economy and comparison with Orbit Fab(59:08) Starfish Space hiring push and final thoughtsSubscribe 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/v19fcpLinks from the show:Check out Starfish Space: https://www.starfishspace.com/Check out Replit: https://replit.com/Follow Amjad:X: https://x.com/amasadLinkedIn: https://www.linkedin.com/in/amjadmasad/Follow Austin Link:X: https://x.com/AustinLinkLinkedIn: https://www.linkedin.com/in/austin-link-space/Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmThank you to our partners:(9:48) Vapi - Go to https://vapi.ai/twist and get 1000 minutes free per month - for life.(19:46) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist (33:41) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit http://northwestregisteredagent.com/twist today!All 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.*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*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/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason, Alex, and Lon break down a wild viral test on self-driving cars— will FSD see through fog, or does LiDAR win? Plus, Klarna is finally going public… but is "buy now, pay later" still the future or just a debt trap? And Netflix drops $300M on a Russo Brothers sci-fi blockbuster—critics hate it, but audiences love it. Was it worth it? We also dive into big tech's crackdown on remote work, the Uber of estate managers, and why content creators might be falling into an algorithmic trap.*Timestamps:(0:00) Teaser: Can you fool a self-driving car?(3:11) The Electric State film discussion(7:35) Netflix's strategy, subscriber growth, and podcast licensing deals(10:06) Disney's content strategy insights(10:55) NetSuite. Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(14:27) Kids investment club and estate manager service ideas(21:02) Horatio - Visit https://www.hirehoratio.com/twist and get $2,000 off your initial set up.(22:44) Estate management expansion and Uber's role in transportation(27:19) Klarna's IPO, financials, and buy now, pay later services concerns(30:25) Lemon.io. Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(35:12) E-commerce trends and algorithmic content creation impact(40:21) Remote vs. in-person technical interviews(43:08) Work-life balance, early rising myths, and avoiding burnout(50:45) The importance of mentorship and coaching(52:06) Google autocorrect issues for startup names and future of SEO(56:24) Mark Rober's "Can you fool a self-driving car?" video discussion(1:00:13) Human vs. FSD driving standards and safety(1:03:29) Waymo's strategy and autonomous driving competition concerns(1:06:14) Government regulations and milestones for autonomous vehicles(1:08:18) Global AI competition and safety standards in the automotive industry*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/v19fcp*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Lon:X: https://x.com/LonsLinkedIn: https://www.linkedin.com/in/lonharris*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(10:55) NetSuite. Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(21:02) Horatio - Visit https://www.hirehoratio.com/twist and get $2,000 off your initial set up.(30:25) Lemon.io. Get 15% off your first 4 weeks of developer time at https://Lemon.io/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.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916