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.
Author
Jason Calacanis
Category
Podcast website
Latest episode
Jul 10, 2026
Where to listen?
Podcasts in the app Replaio Radio Coming soonPodcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts
Episodes
Agentic AI Meets Cybersecurity + Solar Robots in the Desert | E2125 13.05.2025 51:39
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...
Anti-Work Uprising, Copyright Wars & the StreamFog Solution | E2124 13.05.2025 1:30:59
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 wr...
OpenAI Scoops Instacart's CEO, AI in the Courtroom & Off-Road Startups | E2123 10.05.2025 1:13:30
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 Che...
Zoox Crash Fallout, COATUE's $1B Open Fund, and Office Hours with FusionAds | E2122 08.05.2025 1:06:37
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...
Cursor's $9B Round, AI-Powered Toys & CloudNuro's SaaS Fix | E2121 06.05.2025 1:25:52
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 ge...
Apple's App Store Loss, AI Persuasion, and an Interview with Tyler Denk of Beehiiv | E2120 02.05.2025 1:14:47
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 ite...
What's Next for AI Infrastructure with Amin Vahdat | AI Basics with Google Cloud 01.05.2025 27:35
In this episode of AI Basics , Jason sits down with Amin Vahdat, VP of ML at Google Cloud, to unpack the mind-blowing infrastructure behind modern AI. They dive into how Google's TPUs power massive queries, why 2025 is the "Year of Inference," and how startups can now build what once felt impossible. From real-time agents to exponential speed gains, this is a look inside the AI engine that's rewri...
Bittensor's Rise, Meta's Llama Goes Cloud, & AI Now Writes Your Code | E2119 01.05.2025 1:04:50
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 re...
Meta's Dangerous Chat, Protect AI & Founder Fridays Pitch Comp | E2118 29.04.2025 1:26:50
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 gr...
Discord's Power Move, Slate's Modular EVs & the "Act for Private Gain" | E2117 25.04.2025 1:25:52
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...
Cursor's $300M ARR, Uber's FTC Battle, and Office Hours with GoShare | E2116 23.04.2025 1:02:27
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 Hour...
Robot Lifeguards, TapCheck's Payday Play & Thalamus's Wild Market Share | E2115 21.04.2025 1:16:59
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...
LMArena Goes Startup, AI App Wars Begin, Scott Bair's Design Playbook | E2114 18.04.2025 1:01:23
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 lo...
AI Progress and Impact on Ecosystem Players with CapitalG's Jill Chase | AI Basics with Google Cloud 17.04.2025 25:29
In this episode of AI Basics, Jason sits down with CapitalG partner Jill Chase to break down how AI is reshaping the startup ecosystem — from founders to investors to incumbents. They cover how CapitalG (Alphabet's independent growth fund) thinks about the AI stack, why speed alone isn't enough for startups today, and how to build durable advantages in a world where anyone can copy your product. J...
Cuts CEO Talks Tariffs, Figma's IPO Buzz, and a Nerd Crawler Update | E2113 17.04.2025 1:06:54
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...
Vertical AI Innovations: Abacus LLM in Finance & Synthesia's Video Avatars | E2112 15.04.2025 1:07:36
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 generati...
HuggingFace Buys Pollen Robotics, DHH & Bezos Founder Advice & a JCal Origin Story | E2111 15.04.2025 1:03:12
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 Jaso...
Palantir's Fellowship, Coco Robots & Startup Office Hours | E2110 12.04.2025 1:08:54
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...
70mph Drone Deliveries, 125% Tariffs & What $10M Exits Really Mean | E2109 10.04.2025 1:07:15
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...
Economic Chaos, More Pitch Madness & the Shopify AI Manifesto | E2108 08.04.2025 1:27:08
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 a...
Rippling Targets $16B, Market Chaos, TikTok Timeout, and Office Hours | E2107 05.04.2025 1:31:41
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:...
Spycraft in SaaS, Rabbit's Comeback, and Startup Pitch Madness | E2106 03.04.2025 1:12:55
This Week in Startups is brought to you by… Kyte - TWIST Listeners: Go to https://kyte.com/ and download the Kyte app today. Use code JASON to save 10% on your first rental. Atlassian - Head to https://www.atlassian.com/startups/twist to see if you qualify for 50 free seats for 12 months. Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist Today's show: Jason and...
M&A Mania, Palantir Meme Crash + Office Hours with Hookhub | E2105 01.04.2025 1:16:41
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 Hook...
AI Revolution Gains, Non-Consensus Startups & Prosperous AI | E2104 29.03.2025 1:13:40
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 aerosp...
11x in Trouble and China's AI Acceleration | E2103 27.03.2025 1:14:05
OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/twist LinkedIn Ads - To redeem a $100 LinkedIn ad credit and launch your first campaign, go to linkedin.com/thisweekinstartups Brex - the financial stack founders can bank on. Get the business account trusted by 1 in 3 US startups at brex.com/banking-solutions . Today...
Similar podcasts
Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.