This Week in Startups - podcast cover

This Week in Startups

Jason Calacanisthisweekinstartups.com
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.

Episodes

Zoox Crash Fallout, COATUE’s $1B Open Fund, and Office Hours with FusionAds | E2122

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 A...

May 08, 20251 hr 7 minEp. 2122

Cursor’s $9B Round, AI-Powered Toys & CloudNuro’s SaaS Fix | E2121

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 fro...

May 06, 20251 hr 26 min

Apple’s App Store Loss, AI Persuasion, and an Interview with Tyler Denk of Beehiiv | E2120

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 takea...

May 02, 20251 hr 15 minEp. 2120

What's Next for AI Infrastructure with Amin Vahdat | AI Basics with Google Cloud

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 rewriting the future. * Timestamps: (0:00) Jason introduces today’s guest Amin Vahdat (3:18) Data movemen...

May 01, 202528 min

Bittensor’s Rise, Meta’s Llama Goes Cloud, & AI Now Writes Your Code | E2119

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 conversation...

May 01, 20251 hr 5 minEp. 2119

Meta’s Dangerous Chat, Protect AI & Founder Fridays Pitch Comp | E2118

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...

Apr 29, 20251 hr 27 min

Discord’s Power Move, Slate’s Modular EVs & the “Act for Private Gain” | E2117

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 coul...

Apr 25, 20251 hr 26 min

Cursor’s $300M ARR, Uber’s FTC Battle, and Office Hours with GoShare | E2116

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 fo...

Apr 23, 20251 hr 2 minEp. 2116

Robot Lifeguards, TapCheck’s Payday Play & Thalamus’s Wild Market Share | E2115

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 (...

Apr 21, 20251 hr 17 min

LMArena Goes Startup, AI App Wars Begin, Scott Bair’s Design Playbook | E2114

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 acc...

Apr 18, 20251 hr 1 minEp. 2114

AI Progress and Impact on Ecosystem Players with CapitalG’s Jill Chase | AI Basics with Google Cloud

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. Jill shares insights from portfolio companies like Motif (next-gen CAD for architecture) and Abridge ...

Apr 17, 202525 min

Cuts CEO Talks Tariffs, Figma's IPO Buzz, and a Nerd Crawler Update | E2113

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 la...

Apr 17, 20251 hr 7 minEp. 2113

Vertical AI Innovations: Abacus LLM in Finance & Synthesia's Video Avatars | E2112

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)...

Apr 15, 20251 hr 8 minEp. 2112

HuggingFace Buys Pollen Robotics, DHH & Bezos Founder Advice & a JCal Origin Story | E2111

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 s...

Apr 15, 20251 hr 3 min

Palantir's Fellowship, Coco Robots & Startup Office Hours | E2110

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 usi...

Apr 12, 20251 hr 9 min

70mph Drone Deliveries, 125% Tariffs & What $10M Exits Really Mean | E2109

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....

Apr 10, 20251 hr 7 minEp. 2109

Economic Chaos, More Pitch Madness & the Shopify AI Manifesto | E2108

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 fu...

Apr 08, 20251 hr 27 min

Rippling Targets $16B, Market Chaos, TikTok Timeout, and Office Hours | E2107

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 Mosca...

Apr 05, 20251 hr 32 min

Spycraft in SaaS, Rabbit’s Comeback, and Startup Pitch Madness | E2106

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 Alex go deep into the shocking new details about the Rippling vs. Deel corporate espionage scandal—w...

Apr 03, 20251 hr 13 minEp. 2106

M&A Mania, Palantir Meme Crash + Office Hours with Hookhub | E2105

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. * Times...

Apr 01, 20251 hr 17 minEp. 2105

AI Revolution Gains, Non-Consensus Startups & Prosperous AI | E2104

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 r...

Mar 29, 20251 hr 14 min

11x in Trouble and China's AI Acceleration | E2103

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’s show: Jason, Alex, and Lon dig into the controversy around 11x, the Andreessen-backed startup accu...

Mar 27, 20251 hr 14 minEp. 2103

23andMe BANKRUPT, Saylor Still Buying Bitcoin, + Founder Interviews | E2102

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 ...

Mar 25, 20251 hr 36 min

Fact-Checking Mark Rober, and the Fall of TechCrunch | E2101

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'...

Mar 21, 20251 hr 1 minEp. 2101

Tesla vs. Mark Rober, Google’s $32B M&A Bet, & XRP’s SEC Victory | E2100

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 Rob...

Mar 19, 20251 hr 3 minEp. 2100

AI-Powered Coding & Space Tugboats? Inside the Future of Software & Satellites! | E2099

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 in...

Mar 18, 20251 hr 2 min

Self-Driving Car Myths, Klarna’s Big IPO & Netflix’s $300M Gamble | E2098

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 a...

Mar 17, 20251 hr 13 min

Europe’s Startup Future with Harry Stebbings | E2097

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 down the biggest tech stories of the moment. OpenAI is pushing to rewrite copyright laws to benefi...

Mar 14, 202559 minEp. 2097

Is Project Europe a YC Riff? Nick Denton is Back! And more! | E2096

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. Meanwhile, China’s EV makers are coming for Tesla, Saudi Arabia is building a gaming empire with a ...

Mar 13, 20251 hr 1 min

The Future of AI Customer Support with LiveX AI’s Jia Li | AI Basics with Google Cloud

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 companies can train them to eliminate costly mistakes. Plus, we’ll talk about whether AI-powered sup...

Mar 11, 202514 min
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