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This Week in Startups

This Week in Startups

By: Jason Calacanis
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Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.Jason Calacanis
Episodes
  • Why the VC Hype Cycle Always Gets It Wrong | VC Roundtable | E2307

    Why the VC Hype Cycle Always Gets It Wrong | VC Roundtable | E2307
    Jul 1 2026
    This Week In Startups is made possible by:CLA - www.claconnect.com/withyouNorthwest Registered Agent - www.northwestregisteredagent.com/twistAgree.com - www.agree.comToday’s show:Forget the triple-triple-double-double-double; the new bar for startups hoping to raise venture capital has reached the stratosphere, though our venture panel is worried that startups are focusing too much on today’s problems that may not become companies tomorrow. During a lively VC roundtable, Cowboy’s Aileen Lee, Floodgate’s Mike Maples, and Lerer Hippeau’s Ben Lerer joined Alex to dig into exiting pre-AI startups, rising valuations, token spend, why they are keeping their funds small, and whether the government just tripped OpenAI and Anthropic!Guest Links:Aileen Lee https://x.com/aileenleeCowboy VC https://cowboy.vcMike Maples https://x.com/m2jrFloodgate https://www.floodgate.comBene Lerer https://www.linkedin.com/in/benjlererLere Hippeau https://www.lererhippeau.comTimestamps:0:00 Aileen Lee, Mike Maples, and Ben Lerer join the show5:13 Venture liquidity returns: what SpaceX/Stripe distributions mean for LPs9:13 Bending Spoons prices IPO at $29/share, roughly $18.4B valuation10:31 Agree.com - Stop chasing invoices and automate your entire contract-to-cash stack. Go to https://agree.com and tell them Jason sent you to get 50% off for life!12:09 "Companies get bought, not sold" — Ben on taking first offers seriously17:41 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!19:34 Mutiny's burn-the-boats AI pivot with Jaleh Rezaei20:19 Northwest Registered Agent - Get more when you start your business with Northwest. In 10 clicks and 10 minutes, you can form your company and walk away with a real business identity — Learn more at https://www.northwestregisteredagent.com/twist22:15 Mike's KeepSafe story: the "rule of 70" and profit-first companies25:12 The new growth bar: 5x, 4x replaces triple-triple-double-double28:55 Fund size is your strategy: why Floodgate and Lerer Hippeau stay small30:11 CLA - Innovation takes balance. CLA's CPAs, consultants, and wealth advisors can help you get from startup to where you want to end up. Get started now at https://www.claconnect.com/withyou37:39 The $100M Series A: Starcloud, General Intuition, Scale Cognition, Scout AI40:35 King-making rounds and why mega-seeds destroy optionality54:11 Open-weight models: the GLM-5.2 moment and going model-agnostic55:30 Why fine-tuning open models is a treadmill, with Cursor/Kimi as an example1:03:28 Grading the Trump administration on Mythos and Fable1:06:33 Rising anti-AI sentiment, the wealth gap, and lessons from social media1:11:43 Raising kids in the post-intelligence era1:12:35 Where to find the panel and what each firm is investing inSubscribe 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/jasoncalacanisCheck out all our partner offers: https://partners.launch.co/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
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    1 hr and 14 mins
  • Chamath on why young people need more agency, risk, and adventure

    Chamath on why young people need more agency, risk, and adventure
    Jun 29 2026
    This Week In Startups is made possible by:Plaudhttps://Plaud.ai/twistShopifyhttps://shopify.com/twistLinkedIn Jobshttps://LinkedIn.com/twistNorthwest Registered Agenthttps://northwestregisteredagent.com/twistToday’s show:*It’s another All Star Summer, as we welcome back some of our favorite guests from throughout “This Week in Startups” history.Chamath Palihapitiya’s development platform 8090 just raised $135 million, and he’s using it to go after a $4 trillion market: the software maintenance, migration, and middleware spending that’s currently “pure waste” for enterprises.Find out why the All-In Podcast bestie says every company should use AI to build custom software the way that Google, Facebook, and Meta already do, then go inside Software Factory, the “system on a chip” organizational model, and why Chamath believes AI will allow every human on Earth to start their own company.Guest:Chamath on X: https://x.com/chamath8090: https://www.8090.ai/Learn With Me on Substack: https://chamath.substack.com/p/learn-with-meDrink With Me: https://www.drinkwithme.com/age-verify.htmlAll-In Podcast: https://allin.com/Social Capital: https://www.socialcapital.com/Relevant Links:8090 Series A announcement: https://x.com/chamath/status/2071571183665881515Salesforce Ventures: https://salesforceventures.com/Craft Ventures: https://www.craftventures.com/The Production Board: https://www.tpb.co/WNDR: https://www.wndr.vc/LAUNCH: https://www.launch.coCoatue Management: https://www.coatue.com/Jack Dorsey: “From Hierarchy to Intelligence”: https://block.xyz/inside/from-hierarchy-to-intelligenceThomas Keller’s The French Laundry: https://thomaskeller.com/tfl/Timestamps:0:00 It's TWiST All-Star Summer!0:44 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!3:21 Chamath's origin story7:54 Tom Sawyer entrepreneurship11:29 Shopify - Turn those What If's into sales with the ecommerce platform powering millions of businesses. Sign up for your $1-per-month trial today at https://shopify.com/twist16:25 The $5 trillion software market21:06 LinkedIn Jobs - Hire right, the first time. Post your first job and get $100 off towards your job post at https://LinkedIn.com/twist25:00 Building "a co-founder for every human"31:51 Northwest Registered Agent - Get more when you start your business with Northwest. In 10 clicks and 10 minutes, you can form your company and walk away with a real business identity — Learn more at https://northwestregisteredagent.com/twist35:00 How product development lost its way45:00 Regulated industries are the beachhead50:00 Raising the $135M Series A55:00 8090's "System on a Chip" model1:04:44 What to tell your kids about AISubscribe 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/jasoncalacanisCheck out all our partner offers: https://partners.launch.co/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
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    1 hr and 12 mins
  • Why F1 Teams are Replacing Wind Tunnels with Smart Tape | E2305

    Why F1 Teams are Replacing Wind Tunnels with Smart Tape | E2305
    Jun 27 2026
    This Week In Startups is made possible by:Plaud - https://Plaud.ai/twistSentry - https://sentry.io/twistNorthwest Registered Agent-https://northwestregisteredagent.com/twistDigitalOcean - https://do.co/twistToday’s show:F1 teams spend up to a third of their budgets on aerodynamics, often utilizing wind tunnels to simulate what happens on the track.But Lyall Davenport of SKN Systems created a sensor-embedded tape that sticks directly to race cars as they drive around the real world, generating 420M data points per hour. And it comes in at roughly 95% less cost than running a full simulator.Hear about how Lyall’s background in racing helped him develop the concept, plans to expand from motorsports to drones and defense, and his experiences going through Jason’s various programs.PLUS OpenAI’s new models are so good, you can’t use them. Why Apple’s Vision Pro chief defected to OpenAI (and why their laptops and devices are getting more expensive). A look at the world’s most annoying data center in Sterling, Virginia. And Jason remembers iconic and influential tech journalist Om Malik.Guest:Lyall Davenport: https://x.com/LyalldavenportSKN Systems: https://www.skn.systems/Timestamps:0:00 How SKN uses tape to generate aerodynamic data4:04 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!6:17 How SKN uses tape to generate aerodynamic data9:55 Sentry - Your team should be focused on shipping features — not chasing down bugs. New users can get $240 in free credits when they go to https://sentry.io/twist and use the code TWIST17:20 F1 teams are worth HOW MUCH?19:42 Northwest Registered Agent: Get more when you start your business with Northwest. In 10 clicks and 10 minutes, you can form your company and walk away with a real business identity — Learn more at https://northwestregisteredagent.com/twist20:35 Future markets beyond motorsports30:03 DigitalOcean - Want to see what building on a true AI-native platform looks like? Head to https://do.co/twist to start building on DigitalOcean's AI-Native Cloud today — and cut your AI workload costs by up to 50%.32:45 GPT-5.6 is banned for now43:46 Vision Pro chief makes for the exit51:24 Apple raises their prices56:05 The data center you're allowed to hate1:06:04 Zuck's new prediction market app1:08:42 RIP Om Malik (1966-2026)1:19:50 Streaming and camera recommendations1:28:06 All about eFoilingSubscribe 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/lonsLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisCheck out all our partner offers: https://partners.launch.co/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
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    1 hr and 30 mins
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