This Week in Startups

This Week in Startups

By Jason CalacanisTechnology
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This Week in Startups episodes

  • Meta, Scale, and the Future of AI Labeling: Did Zuck Just Kill a Category? | E2139

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

    Follow Lon:

    X: https://x.com/lons

    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm

    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis

    Thank 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 McFarland

    Check out Jason's suite of newsletters: https://substack.com/@calacanis

    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com

    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 10 min
  • Stripe's Crypto Wallet, M&A Momentum, and Robots Replacing Soul-Crushing Jobs | E2138

    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 suits

    Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

    Follow Lon:

    X: https://x.com/lons

    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm

    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis

    Thank 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 McFarland

    Check out Jason's suite of newsletters: https://substack.com/@calacanis

    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com

    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 4 min
  • TWIST VC Roundtable: Startup Valuations, Secondary Markets & the YC Revenue Illusion | E2137

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links from episode:

    Altimeter: https://www.altimeter.com/homeBehind Genius: https://www.behindgeniusventures.com/


    Follow Meghan:

    X: https://x.com/MeghanKReynolds

    LinkedIn: https://www.linkedin.com/in/meghankreynolds/


    Follow Paige:X: https://x.com/paigefinnn

    LinkedIn: https://www.linkedin.com/in/paigedoherty/


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 McFarland


    Check out Jason's suite of newsletters: https://substack.com/@calacanis


    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 12 min
  • YC Valuations, VC Slowdown, and Office Hours with CustomerIQ | E2136

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links from episode:

    Customer IQ: https://www.getcustomeriq.com/


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 McFarland


    Check out Jason's suite of newsletters: https://substack.com/@calacanis


    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 4 min
  • Circle's IPO Soars, The Future of VC and Cursor's Crazy Growth | E2135

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 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/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    47 min
  • Anthropic Cuts Off Windsurf, Deel Rewrites the Narrative and Flock Safety's Surveillance Tech | E2134

    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 You


    Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links from episode:

    Impulse Space: https://www.impulsespace.com/

    Flock Safety: https://www.flocksafety.com/


    Follow Garrett:

    X: https://x.com/glangley

    LinkedIn: https://www.linkedin.com/in/glangley/

    Follow Lon:

    X: https://x.com/lons


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 McFarland


    Check out Jason's suite of newsletters: https://substack.com/@calacanis


    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 10 min
  • Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links 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/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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/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/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 5 min
  • How AthenaHQ and Browser Use Are Building the Next Layer of the Internet | E2132

    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 - Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up. (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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links from episode:

    AthenHQ: https://www.athenahq.ai/

    Browser Use: https://browser-use.com/


    Follow Andrew:

    X: https://x.com/andrewyan200


    Follow Magnus:X: https://x.com/mamagnus00

    Follow Lon:

    X: https://x.com/lons


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 McFarland


    Check out Jason's suite of newsletters: https://substack.com/@calacanis


    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr
  • Google's AI Design Tool, Salesforce's $8B Comeback Deal, and M&A Momentum Builds | E2131

    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 events


    Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links 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/lons


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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 McFarland


    Check out Jason's suite of newsletters: https://substack.com/@calacanis


    Follow TWiST:

    Twitter: https://twitter.com/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    59 min
  • Apple's Tariff Trouble, Anthropic's New Models, and Our Founder Friday Finale | E2130

    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.com

    Check out the TWIST500: https://www.twist500.com

    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    Links from episode:

    Throne One: https://www.thronescience.com/product?

    Arcana: https://arcana.ad/

    TACTUN: https://tactun.com/

    Follow Lon:

    X: https://x.com/lons


    Follow Alex:

    X: https://x.com/alex

    LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


    Follow Jason:

    X: https://twitter.com/Jason

    LinkedIn: https://www.linkedin.com/in/jasoncalacanis


    Thank 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/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/TWiStartups

    YouTube: https://www.youtube.com/thisweekin

    Instagram: https://www.instagram.com/thisweekinstartups

    TikTok: https://www.tiktok.com/@thisweekinstartups

    Substack: https://twistartups.substack.com


    Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

    1 hr 5 min

About This Week in Startups

From the publisher's feed

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.

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