Jason Calacanis
This Week in Startups
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.
Be sure to visit the podcast's website and support the creator: thisweekinstartups.com
Author
Jason Calacanis
Category
Podcast website
Latest episode
Oct 15, 2026
Where to listen?
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Episodes
Europe's Startup Future with Harry Stebbings | E2097 14.03.2025 58:44
This Week in Startups is brought to you by… Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www. Squarespace.com/TWIST CLA. Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech Today's show: Jason and Alex break d...
Is Project Europe a YC Riff? Nick Denton is Back! And more! | E2096 13.03.2025 1:00:48
Today's show: Europe wants to keep its founders from fleeing, AI is growing at breakneck speed, and Nick Denton is back with a spicy Twitter storm—so we had to talk about it. Jason, Alex, and Lon break down Project Europe, a new $10M fund aimed at stopping the European startup brain drain. Plus, Anthropic's revenue just jumped 40% in a single quarter, and we debate what that means for AI's future....
The Future of AI Customer Support with LiveX AI's Jia Li | AI Basics with Google Cloud 11.03.2025 14:04
In this episode of AI Basics, Jason sits down with Jia Li from LiveX AI to explore how human-like AI agents are changing the game for businesses. Instead of clunky bots, these AI agents engage customers in real-time, helping with onboarding, support, and even stopping them from leaving before they churn. We'll break down how they work, why they feel more natural than traditional chatbots, and how...
Student Roy Lee Hacks Amazon, SBF's Jailhouse Chat + more! | E2095 11.03.2025 1:00:42
Timestamps: (0:00) Roy Lee's hack and Amazon's reaction (3:03) MicroStrategy's Bitcoin strategy(4:29) Market reactions to Trump's policies(6:33) Creating value in current market conditions(8:00) South by Southwest highlights (10:19) Coda. Empower your startup with Coda's Team plan for free—get 6 months at https://www. Coda.io/twist (12:03) The $20,000 electric car concept(16:18) Electric unicycles...
AI's Next Leap: Hyper-Realistic Agents & Unlimited Power | E2094 07.03.2025 48:43
Today's show: AI is evolving at lightning speed—smarter assistants, faster models, and now, the massive energy demands that come with it. In this episode, Alex dives into two cutting-edge companies from the TWIST 500 that are shaping AI's future in very different ways. First, Alex interviews Zap Energy, where CEO Benj Conway explains how their breakthrough fusion power technology could provide unl...
Coreweave IPO, AVRide & Digg is Back! | E2093 05.03.2025 1:08:50
This Week in Startups is brought to you by… 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! Lemon.io . Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist Horatio. Visit https://www.hirehoratio.com/twist and get $2,000 off...
AI Agents & the Future of Work with LangChain's Harrison Chase | AI Basics with Google Cloud 04.03.2025 19:59
In this episode: Jason sits down with Harrison Chase, CEO of LangChain, to explore how AI-powered agents are transforming the way startups operate. They discuss the shift from traditional entry-level roles to AI-driven automation, the importance of human-in-the-loop systems, and the future of AI-powered assistants in business. Harrison shares insights on how companies like Replit, Klarna, and GitL...
US Crypto Reserve Bombshell, Ramp's $13B Climb, & more | E2092 04.03.2025 59:01
Today's show: Trump just floated the idea of a U.S. Crypto Reserve, suggesting a 10 bips transaction tax and naming unexpected altcoins like XRP, Solana, and Cardano. Jason and Alex break down what this means for crypto markets, regulation, and startups—plus the legal and political fallout. Is this a game-changer or just another pump-and-dump controversy? * Timestamps: (0:00) Alex and Jason kick o...
Board Talk Empire with GRIN's Brandon Brown, Founder Hacks & SEC Memecoin Clarity? | E2091 01.03.2025 1:14:50
Today's show: Jason and Alex break down the latest head-scratching SEC ruling on meme coins—did they just legalize pump-and-dumps to protect Trump's token? Plus, they dive into why venture debt can destroy startups, the rise of AI-driven companies, and how Tesla is gearing up to challenge Waymo in the self-driving car race. Then, Brandon Brown from GRIN joins the show to talk about scaling to 8-fi...
The Incredible Double Interview: Superhuman and Robinhood | E2090 27.02.2025 1:38:43
Today's show: Jason interviews Rahul Vohra, CEO and founder of Superhuman, and Vlad Tenev, CEO and co-founder of Robinhood. This is a packed episode featuring founder tips, fun stories about how Superhuman and Robinhood got their start and much more! Timestamps: (0:00) Episode teaser(2:13) Product market fit and founder journeys(3:25) Jason's investment in Superhuman and market positioning(5:14) A...
Apple Drops $500B on AI while Google Gemini Eyes Your iOS Devices! | E2089 25.02.2025 1:07:58
Today's show: Jason and Lon break down the latest trends shaping AI training, the evolving job market, and the shifting landscape of social media. A tribute to Steve Jobs on what would have been his 70th birthday explores his lasting impact, Apple's massive $500 billion AI investment, and the future of US manufacturing. The conversation dives into Outlier's role in AI training data, its effects on...
Castelion Hypersonic Missiles and Crunchbase's AI Powered Predictions | E2088 22.02.2025 55:57
This Week in Startups is brought to you by… Squarespace. Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www. Squarespace.com/TWIST LinkedIn Jobs. Post your first job for free at https://www.linkedin.com/twist AdQuick. Visit https://adquick.com/twist and mention TWIST to get $1000 off your first campaign. Today's show: Jason interviews Bryon Hargis, CEO o...
EV Truck Startup Nikola Runs Out of Juice | E2087 20.02.2025 1:06:42
This Week in Startups is brought to you by… Gusto. Get three months free when you run your first payroll at http://gusto.com/twist *Gusto pricing shown in ad is based on pricing prior to March 2025 Lemon.io . Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist Atlassian. Head to https://www.atlassian.com/software/startups to see if you qualify for 50 free seats for 12 months...
Is $LIBRA the End of Memecoins? with Coffeezilla | E2086 19.02.2025 1:10:09
In today's episode: Jason and Alex break down one of the craziest crypto stories yet—a $100M meme coin meltdown, insider trading, and Argentina's president caught in the middle. Coffeezilla joins the show to explain how meme coins are rigged, why Dave Portnoy got a $5M refund while everyone else got wrecked, and what really went down with the Libra token. Plus, we debate if crypto can be fixed or...
IPO Shakeups, NVIDIA's Big Bets & Must-Know Founder Hacks | E2085 15.02.2025 1:20:11
Today's show: IPO shakeups, big AI moves, and essential founder hacks—this episode covers it all. Jason breaks down Robinhood's 6X stock surge and his strategy for $HOOD, plus the latest on tech IPOs as Turo pulls out and SailPoint surges. We dive into AI's open-source battle, with X.ai chasing a $10B raise and DeepSeek challenging Hugging Face. And for founders, Jason shares the startup golden ru...
Slow Ventures' Creators Fund and Helion Energy's Fusion Reactors | 2084 12.02.2025 1:04:48
This Week in Startups is brought to you by… Vanta. Get $1000 off your SOC 2 at https://www.vanta.com/twist 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! LinkedIn Ads. Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups Today's show...
Tech's Super Bowl, Huge Earnings Week, Lon Returns and more! | E2083 11.02.2025 1:05:19
Today on This Week in Startups: Lon Harris is back, and we're diving into all things Super Bowl—especially the tech takeover in this year's commercials. We break down the biggest ad moments, from Squarespace to Uber Eats, Instacart, and even Harrison Ford's Jeep spot. Plus, we dig into Google Trends after the ChatGPT ad, the unexpected appeal of The Banshees of Inisherin , and Matthew McConaughey'...
Gas Stations in Space and Carried Interest on the Chopping Block | E2082 08.02.2025 1:02:47
This Week in Startups is brought to you by… Squarespace. Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www. Squarespace.com/TWIST Atlassian. Head to https://www.atlassian.com/software/startups to see if you qualify for 50 free seats for 12 months. AdQuick. Visit https://adquick.com/twist and mention TWIST to get $1000 off your first campaign. Today's sh...
Is Palantir's Surge Just Hype | E2081 06.02.2025 57:38
This Week in Startups is brought to you by… Gusto. Get three months free when you run your first payroll at http://gusto.com/twist *Gusto pricing shown in ad is based on pricing prior to March 2025 Oracle. TWiST listeners can try OCI and save up to 50% on your cloud bill at https://www.oracle.com/twist Horatio. Visit https://www.hirehoratio.com/twist and get $2,000 off your initial set u...
Lovable's Anton Osika on Revolutionizing Software Development and OpenAI Drops Deep Research | E2080 04.02.2025 1:06:53
OpenAI dropped Deep Research —hilariously, the exact same name as Google's existing tool. Jason and Alex dive into the AI arms race, break down Lovable.dev's insane growth to $10M ARR in weeks, and test whether AI can really replace software engineers. Plus, they analyze Trump's latest tariff chaos and what it means for startups, global trade, and the economy. * Timestamps: (0:00) Jason and Alex k...
Is OpenAI Really Worth $300B? ElevenLabs' Series C & YC's Funding Focus | E2079 01.02.2025 1:13:17
Today's show: The AI revolution is about to hit your household—Jason and Alex break down how general-purpose robots, AI-powered chicken coops, and voice clones are redefining daily life and work. They dig into OpenAI's sky-high valuation, the surprising rise of DeepSeek's R1 model, and why the AI cost curve is dropping at an insane pace. Plus, the latest on AI hardware, antitrust battles, and why...
Boom Supersonic's Milestones, OpenAI Ethics, and Startup Tools | E2078 29.01.2025 1:02:34
This Week in Startups is brought to you by… Vanta. Get $1000 off your SOC 2 at https://www.vanta.com/twist Northwest Registered Agent. For just $39 plus state fees, Northwest will handle your complete business identity. Visit https://northwestregisteredagent.com/twist today. Scalable Path. Get 20% off your first month at https://www.scalablepath.com/twist Today's show: Jason and Alex cover Jason...
DeepSeek Rattles Markets + SailPoint's Going Public… again? | E2077 27.01.2025 59:50
Today's show: A $6M open-source AI model from China, DeepSeek, sends shockwaves through Wall Street, wiping billions off NVIDIA's market cap and forcing a rethink on AI infrastructure spending. We explore the 25% surge in startup shutdowns, the lessons from leaner teams, and why some companies just couldn't make the runway. Plus, SailPoint returns to the public markets saddled with $1.6B in debt—w...
Twilio Bets Small, DeepSeek Scares & the GameOn Fraud | E2076 24.01.2025 58:25
This Week in Startups is brought to you by… Fitbod. Get 25% off your Fitbod subscription or try out the app for FREE when you sign up: fitbod.me/TWIST Squarespace. TWiST listeners: use code TWIST to save 10% off your first purchase of a website or domain: https://www. Squarespace.com/TWIST Horatio. Visit https://www.hirehoratio.com/twist and get $2,000 off your initial set up. Today's show: Jason...
Created By Humans | Sila's Battery Evolution | E2075 23.01.2025 59:04
This Week in Startups is brought to you by… Gusto. Get three months free when you run your first payroll at http://gusto.com/twist *Gusto pricing shown in ad is based on pricing prior to March 2025 Netsuite. Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist Atlassian. Head to Atlassian.com/Startups/TWiST to see if you qualify for 50 free seats for 12 mo...
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