All episodes

The Strategy to Eliminate Bias in Job Interviews | Greenhouse CEO Daniel Chait

Oct 7, 2026 · 1:08:26

Daniel Chait, co-founder and CEO of Greenhouse, argues AI has created a hiring market where neither side is happy, as auto-applied applications flood pipelines and AI filters tighten in a 'doom loop.' He says 1 to 1.5% of applicants hard-fail ID checks, recounts North Korean operatives infiltrating companies, and describes Greenhouse's 'Swiss cheese' security layers. Greenhouse's My Dream Job feature converts applicants to hires at five times the usual rate, and an AI-led first interview can eliminate the 50 percentage point racial bias gap from 2003 resume studies while saving six days per hire. He contends durable skills beat technical ones, Greenhouse must become Netflix rather than Blockbuster under its new mission to make hiring work for everyone, and companies will hire AI agents.

Fireworks CEO: AI Startups Are Scaling Into Bankruptcy (And How to Fix It)

Sep 27, 2026 · 57:46

Lin Qiao, co-founder and CEO of Fireworks AI, argues AI companies are scaling into bankruptcy because product-market fit no longer means a durable business, and that specialized intelligence built on private data cuts costs five to ten times. She explains product is no longer a moat now coding agents make it easy to copy, making accumulated customer data the real moat. Lin shares her framework for owning intelligence: invest 10-20% of AI spend in training to cut total cost of ownership four to eight times. She traces Fireworks' growth from Cursor at $2M ARR to 40 trillion tokens a day, while doubling from 150 to 300 people each quarter with seven co-founders. She also recounts lessons from Jensen Huang, joining Meta in 2015 to learn, and Fireworks' zero data retention policy.

Coinbase CTO: The Strategy to Achieve 99% AI Written Code

Sep 24, 2026 · 1:02:52

Coinbase CTO Rob Witoff says agents now write 98-99% of Coinbase's code, with engineers supervising 3-10 agents each and producing 100x the code of a year ago. He explains how engineers moved from writing code by hand to supervising agents and loops through Coinbase's internal CB agent platform and 'Coinbase brain.' His custom 'spicy feedback' agent sends every employee a Friday 9 a.m. assessment of their Slack and meetings, built on GPT-5.6 and Claude 4.8+, giving bigger productivity gains than models in product development. He also details custom compliance and security models trained on 13 years of Coinbase data and stablecoins as the killer rail for agent-to-agent payments. The episode also covers prediction markets, Coinbase's everything exchange, and flattening management layers.

Axios CEO: How to Get Ahead of Everyone Who's Using AI

Sep 19, 2026 · 59:24

Jim VandeHei, Co-Founder and CEO of Axios and Co-Founder of Politico, argues the open web will largely die within 2 to 5 years as LLMs from OpenAI, Anthropic and Google become the main way people get information. Once everyone has Einstein-level AI, he says, unique human-created content will soar in value, benefiting creators with direct audience relationships or niche domain expertise. He predicts courts will settle LLM compensation within 1 to 4 years and reveals Axios's 'local super system,' which uses AI to automate non-journalism work and expand local news across America's roughly 10,000 cities. He credits co-founders Mike Allen and Roy Schwartz, and promotes his book Simplify, which argues we waste at least 25% of every week—2.5 years per decade—on work that never needed doing.

Webflow CEO: The Playbook Behind Webflow's $4 Billion Valuation

Sep 13, 2026 · 52:46

Linda Tong, CEO of Webflow, argues that in the age of AI the hard skill is no longer building but knowing what is worth building, warning that fast building tools have flooded the web with 'internet garbage.' She explains Webflow's shift from a $4 billion website builder into an agentic marketing platform solving the 'then what' after you hit publish, with closed-loop agents like its AEO agent. Tong says AI is a technology, not a strategy: models have nailed code generation but lack taste, so Webflow partners with multiple labs and open weight models per task. She argues pricing should be metered close to value, predicts websites will go through a 'Google Maps evolution' into personalized, agent-indexed context, and says winning still means solving a real problem better than anyone.

Felicis Founder: The Blueprint Behind 50+ Billion-Dollar Startups

Sep 8, 2026 · 1:06:05

Aydin Senkut, founder of Felicis Ventures, argues venture winners must be unconventional, crediting 50+ unicorns to outlier founders outside Silicon Valley like Shopify in Ottawa and Adyen. A former early Google employee, he recalls Larry Page saying 'no' 80% of the time and pushing 10X ideas like Gmail. He cites Felicis research: the top 1% of exits doubled in value every five years while the other 90% stagnated, making venture a needle-in-the-haystack search. He explains the 1% Founders Pledge, which funded coaching for 100+ founders, and his focus on space, defense, manufacturing and energy. He tells Ollie LPs' time-lens underwriting breaks as exits stretch, AI makes trust 10 to 100 times harder to earn, and emerging managers must prove themselves dozens of times to build a 'hit machine.'

Bebo Co-Founder: How to Build an $850 Million Social Network

Sep 3, 2026 · 1:08:08

Bebo co-founder Michael Birch explains how he built Bebo into the UK's biggest website—briefly overtaking Google in traffic—and sold it to AOL for $850 million in 2008. He traces the path from Ringo.com, sold to Tickle, to Bebo's viral mechanics: an address-book importer that added a million users in nine days and quizzes that drove hundreds of thousands of signups a day. He explains selling while growth flattened against Facebook, and never meeting anyone from AOL Time Warner before the deal closed. After open-heart surgery, he and his wife opened The Battery, a San Francisco members club, and built Sonato hospitality software. Now he argues social drifted from friends to broadcast feeds, and that AI let him build Bluebell, his new messaging app, without writing code.

Lambda Co-Founder: How to Pivot and Scale to $3 Million in 1 Year

Aug 26, 2026 · 50:50

Lambda co-founder and CTO Stephen Balaban explains how a $40,000-a-month AWS bill forced a pivot into GPU infrastructure that produced $3 million in revenue in 2017. He details Lambda's six pivots from facial recognition to workstations and says V100 GPUs from 2017 still earn money in its cloud, rebutting short sellers' 'three-year usable life' claim. He stepped down as CEO after 14 years because he disliked the fundraising treadmill and wanted to focus on technology, handing the role to a telecom-industry outsider. He explains why Lambda avoided traditional VCs, argues GPUs are becoming an asset class like toll roads, credits NVIDIA and Jensen Huang for the partnership, and predicts multiple AI models will survive because the market lacks network effects.

Superhuman CEO: The Strategy to Turn Standalone Apps Into a $13 Billion Suite

Aug 20, 2026 · 1:07:27

Shishir Mehrotra, CEO of Superhuman—now bundling Superhuman Mail, Grammarly, Coda (as Superhuman Docs), and Superhuman Go—explains how he built a $13 billion suite by overturning conventional wisdom on bundling. He describes meeting Rahul Vora at a Hawaii conference, rebranding 16-year-old Grammarly under the Superhuman name, and lessons from Reid Hoffman about people-first, long-term building. On the 'SaaS apocalypse,' he argues AI agents are new teammates that increase the need for coordination tools like CRMs, while pricing shifts from per-seat to usage because virtual employees don't fill out W-2s. He details his inbox-zero system using Superhuman Mail's 'splits,' and advises founders to build boards as 'weird teams' with soft connection and non-jeopardy feedback.

Saul Klein: Europe Is Quietly Building the New Silicon Valley

Aug 19, 2026 · 57:23

Saul Klein, Phoenix Court co-founder, argues that Europe—London especially—is quietly becoming the world's next Silicon Valley, calling the UK the third-biggest innovation economy after the US and China. He recounts building LoveFilm from Netflix-like DVD rental into a £100M+ revenue business via partnerships with Tesco, ITV, and Odeon, and joining Skype as it grew 400,000 users a day through network effects. Klein says founders should not blindly go to the US, capital is a commodity, and most of the world's 20,000 VCs add little beyond money; only 28 have backed 11+ companies to $100M revenue at seed. He details Phoenix Court's structure: a company, carry for every employee, and a foundation as 30% shareholder; he names London, Paris, Berlin, Stockholm, and Amsterdam as leading hubs.

Xero CEO: The Strategy to Achieve 31% Revenue Growth in 12 Months

Aug 16, 2026 · 52:18

Sukhinder Singh Cassidy, CEO of Xero, explains how the cloud accounting platform reached $2.7 billion in revenue, 31% growth, and 5 million customers by cracking the US through the Milio acquisition, building product from the US, and narrowing focus to a "US unicorn" number. She details why the US took 20 years—Intuit's entrenched home-market advantage and the need for local engineers—and why she treats "respected vs. liked" as a false choice, backing layoffs with data and speed. On AI, she argues thin application wrappers can't replicate Xero's tens of thousands of edge cases, regulatory connections, payment rails, and trusted data across 180 countries, making infrastructure the real moat. She also answers whether accountants stay relevant by pointing to Client Advisory Services, and describes the customer spectrum from AI-native builders to those needing basic AI chat support.

Canva Co-Founder: AI Is Useless Without This 1 Skill

Jul 29, 2026 · 57:30

Cameron Adams, co-founder of Canva—now used by 250 million people monthly—argues that taste, not AI, is the new differentiator for creators. Adams describes Canva's founding story, where they delayed launch to polish the user experience, turning early social media managers into fanatical ambassadors. He explains that AI enables exploring ideas at scale, but the key skill is having the judgment to choose the right option and respond quickly to trends. Adams details Canva's AI evolution from text-to-image in 2022 to now solving end-to-end workflows like marketing campaigns. He also shares insights on co-founder dynamics, noting that Mel and Cliff excel at recognizing moments of change and rallying around a vision. The episode covers creators' need for taste, responsiveness, and managing multiple AI tools to stay relevant.

a16z Partner: Hollywood Is Secretly Replacing Films With AI

Jul 23, 2026 · 50:27

Justine Moore, a16z partner and early backer of ElevenLabs, explains why AI microdramas — short, vertical soap operas — are becoming the fastest-growing entertainment format, with China's microdrama market now larger than its domestic box office. She argues model quality has reached 90-95% of filming, making it cheaper and faster, and professional storytellers are now using it to create compelling narratives. Amazon and Netflix have announced programs for fully AI-generated animations. ElevenLabs, which she backed at Series A, has crossed $500M in ARR. She highlights consumer agents like Town that automate tasks such as warm intros and expense forwarding, and sees the biggest opportunity in serving less technically sophisticated users and vertical industries like marketing and architecture.

$1M to $100M ARR: What It ACTUALLY Takes to Scale

Jul 21, 2026 · 56:32

Maor Shlomo, founder of Base44, and Mark Tluszcz, Wix chairman, reveal how Base44 grew from a solo side project to $1M revenue in three weeks and $150M ARR within a year of Wix's 2025 acquisition, arguing that owning the full tech stack—including a custom AI model—is essential for vibe coding platforms. They explain Base44's origin as a tool for non-technical users to build custom software, the decision to stay bootstrapped until partnering with Wix, and the launch of their own open-source-derived LLM (Base One) to reduce costs and improve product decisions. The episode covers why they rejected reliance on third-party models, how they plan to update the model daily via reinforcement learning, and their vision for adding distribution and marketing AI co-pilots. They also share the chaotic early days, including a false hack scare during a family wedding, and predict that vibe coding will shift from building to ideation and enterprise adoption of internal tools.

Reid Hoffman, LinkedIn Founder: 99% of People Are Using AI Wrong

Jul 19, 2026 · 1:00:42

Reid Hoffman, LinkedIn co-founder, argues most people underutilize AI by treating it as a search engine rather than an agentic workforce, predicting a shift where humans become managers of AI agent teams. He explains that Blitzscaling today means using AI to rapidly build and discard prototypes, while distribution remains a critical moat for startups. Hoffman warns that negative AI perception in the US and Europe risks ceding leadership to Asia, which embraces the cognitive Industrial Revolution. He highlights the importance of taste and judgment as skills that AI amplifies rather than replaces, and contrasts Anthropic's enterprise focus with OpenAI's consumer strength. Drawing from his decade on Microsoft's board, he shares Satya Nadella's lessons on rebuilding culture, corporate partnerships, and treating AI agents as employees that work for the company. Hoffman also spotlights applications in drug discovery (Manus AI) and personalized AI to maintain human connections.

Mark Manson: AI is a Better Writer Than You But Here’s What it Can’t Replace

Jul 16, 2026 · 44:11

Mark Manson, author of *The Subtle Art of Not Giving a F*ck* (20 million copies, 70+ languages), argues AI will render most human self-help obsolete because it's all language, and he's building an AI app called Purpose. He claims nonfiction book sales are down 20–30% due to AI, not podcasts, and that AI will write as well as him but cannot replace his unique blend of traits. Manson shares how he uses AI for research and business coaching, and outlines an AI-proof nonfiction book requires novel concepts, creative teaching, and trust-based verticals like dating and business. He reflects on how his book's message has shifted over a decade, noting people now over-invest in identities. His advice: find the 0.1% edge case where your specific experiences overlap, because that's what AI cannot replicate.

The Eventbrite Story | Julia & Kevin Hartz

Jul 5, 2026 · 49:55

Julia and Kevin Hartz, the husband-wife co-founders of Eventbrite, recount building the world's second-largest events marketplace from a windowless phone closet with dog beds for naps, bootstrapping until product market fit emerged from tech meetups and spread organically across categories. They describe Kevin handing the CEO reins to Julia in 2016 after 10 years, the challenging integration of Tickerfly after its acquisition, and the COVID moment when revenue went negative within 14 days, prompting rapid refunds and credits that saved the company. The Hartzes also explain the sale to Bending Spoons for long-term stewardship, Kevin's $450M third fund at A* Star capital, and their joint venture Sauron, a home security business with Atomic.

This Company Is Reinventing Venture Capital | Ben Miller CEO at Fundrise

Jun 28, 2026 · 50:44

Ben Miller, CEO of Fundrise, recounts how the 2008 crisis inspired him to democratize private markets, first through real estate and later venture capital (launched 2022), where they waited 12 months to deploy, investing in Vanta. He contrasts venture—regretting missed opportunities—with real estate—regretting bad deals—and argues that venture value-add is mostly overstated; team builds success. On AI, he says Anthropic is eating the application layer, making it hard for all but top labs, and predicts Mythos will unlock consumer apps; he notes upcoming IPOs of AI labs and SpaceX will reallocate $10 trillion, starving other sectors. He is bullish on longevity through his investment in Loyal, a dog longevity drug company, and sees human longevity within a decade. His admired AI leader is Dario Amodei for genuine concern about risks, and his personal trait is willingness to suffer.

Why We Sold To Grammarly | Rahul Vohra

Jun 21, 2026 · 1:01:18

Rahul Vohra, founder of Superhuman and now CEO of Superhuman Group after the company's acquisition by Grammarly, argues that email remains the most enduring layer of work identity and that AI will radically transform the inbox experience while distribution and taste-driven focus are the lasting moats in an era of near-zero software costs. He explains that email addresses are owned by companies and serve as the root identity and authentication unit, with professionals spending 3 billion hours daily on email. Voice features like Right With Voice on mobile now drive 30% of usage gains, and the 'Sent via Superhuman' signature still generates 20% of site traffic. The acquisition story reveals that Grammarly independently chose the Superhuman name via a branding agency, leading to the rare rebrand of the acquirer. Superhuman Group operates as a multi-product bundle ($15/$30 per month) spanning email, documents (Coder), writing agents (Grammarly), and proactive AI (Superhuman Go), with priorities on M&A to fill missing categories like chat. Vohra also angel-invests via Todd and Rahul Capital, backing companies like Loyal (which received FDA efficacy approval for a dog lifespan drug) and…

Replit's President & Head of AI | Michele Catasta

Jun 16, 2026 · 49:58

Replit's President Michele Catasta explains how the company evolved from a 15-year-old open source side project to powering 85% of Fortune 500 by launching the first vibe coding agent in 2024, before the term existed. He describes the initial rough launch that attracted candid feedback, the scramble to build an enterprise sales team when IT departments knocked, and the belief that the coding problem is nearly solved—shifting focus to integrations. Catasta argues that technical moats are less important than execution moats built from a decade of battle scars and user trust. He predicts 2026 will be the year of 'agent managers,' where every role involves managing multiple AI agents rather than single-threaded work. The Visa partnership exemplifies Replit's strategy of providing reliable building blocks for monetization, allowing vibe coders to add payments with a single prompt.

Inside Mercury's Founding Story | Co-Founder & CEO Immad Akhund

Jun 9, 2026 · 50:11

Immad Akhund, co-founder and CEO of Mercury, explains how the startup bank captured one in three U.S. startups by launching with product-market fit from day one—a million-dollar deposit arrived within four days from a stranger—and why legacy banks never stood a chance due to their focus on loans, expensive branch structures, and IT rather than engineering teams. Mercury raised $200M at a $5.2B valuation without needing the money, driven by 2.5x growth in Q1 2024 from AI-fueled entrepreneurship. Akhund details building trust as a moat, using small teams and Amazon's working-backwards process to launch AI features like Mercury Insights and Mercury Command, which let users run banking tasks inside AI tools. He dropped all one-on-ones after learning from Jensen Huang's 60 direct reports, favors optimistic curiosity, and angel-invests 250K checks in contrarian areas like space and deep tech.

Inside Gusto's Founding Story | Co-Founder & CTO Eddie Kim

Jun 6, 2026 · 54:31

Eddie Kim, co-founder and CTO of Gusto, reveals how the company grew from a 2012 YC startup called ZenPayroll to $1B in annual revenue and 500,000 customers by cracking the small business market against investor skepticism. He credits the 15-year co-founder relationship with Josh Reeves and Tomer London to shared values and radical directness, arguing that packaging feedback undermines trust. Kim describes building Gusto Co-Founder, an AI agent that automates back-office tasks via chat, with a team of five in eight weeks using Claude Code, embodying how the distinction between engineer and designer disappears. He calls the blank canvas problem AI's main barrier to mainstream adoption and predicts solopreneurs will thrive as AI enables anyone to become a builder.

We Had to Reimagine Nextdoor | CEO & Co-Founder Nirav Tolia

Jun 3, 2026 · 57:02

Nirav Tolia, CEO and co-founder of Nextdoor, explains the company's multi-year turnaround from treading water to 14% revenue growth and 22 million weekly active users, and argues that the future lies in an AI-enabled 'age of human connection' where technology amplifies real-world community rather than replacing it. He recounts the crucible moment when a board meeting in May 2018 led to his return as CEO after a five-year absence, and how investor Bill Gurley's recitation of Rudyard Kipling's 'If' spurred him to persevere. Tolia emphasizes that Nextdoor's requirement of real names and verified addresses, built from the start, gives it a trust advantage in an AI-dominated era. He describes the importance of co-founders like Sarah Leary, with whom he has worked for 27 years, and shares specific data: one in three U.S. households are on Nextdoor, with an aspiration to reach three of three. The episode also covers his brief stint as a Shark Tank shark, the opening of a new Dallas office, and a hybrid work philosophy that prioritizes both in-person energy and remote flexibility.

5 Grand Slam Champion Maria Sharapova: Tennis Icon | Entrepreneur | Investor | New Media Creator

May 20, 2026 · 52:29

Maria Sharapova, five-time Grand Slam champion, reflects on her tennis career, emphasizing that most preparation happens when nobody's watching and that commitment to quality defined her proudest moments. She discusses the challenge of balancing fierce competition with personal boundaries, the business of sport and building a team, and how a shoulder injury in her early 20s first made her plan for a second act. Sharapova describes reinventing herself after retirement by taking a break and applying athletic lessons to entrepreneurship and her podcast 'Pretty Tough,' which explores the duality of grit and vulnerability. She shares her take on AI, noting its positive uses in sports like IBM's Wimbledon predictions and automated video analysis, but values human connection in media. In rapid-fire questions, she names Monica Seles and Steffi Graf as admired icons, Serena Williams as both the toughest opponent and a close friend who introduced her into the Tennis Hall of Fame, and says what makes her tough is the ability to say no.

How Many $10 Billion Startups Will There Be? | Eric Hippeau

May 13, 2026 · 57:21

Eric Hippeau, co-founder of Lerer Hippeau, argues that while AI is transforming tech faster than ever, startups must avoid being mere wrappers around foundational models, as they can be instantly disrupted. He explains that physical AI, combining hardware and AI in areas like robotics and defense, offers more defensible opportunities. Hippeau warns that the startup market is disconnected, with inflated seed valuations assuming many will reach $10B, but historically there's no market for hundreds of such companies. He discusses healthcare, where AI-driven diagnostics could make primary care nearly free, but political will is needed to overcome entrenched systems. On media, he shares lessons from building Huffington Post—keeping stories live and separating opinion—and predicts that AI could restore trust by providing verifiable facts. Hippeau also reveals he has rebuilt his firm's workflow around Anthropic's Claude, cites AR glasses as underrated, and notes that solo GPs must build teams to succeed.

Will AI Models Ever Compensate Creators? Tony Stubblebine (Medium CEO)

May 6, 2026 · 53:35

Tony Stubblebine, CEO of Medium, argues the creator economy is ending as AI slop floods public channels, but a writing renaissance is emerging where authentic expertise and private communities hold value. He details Medium's turnaround from losing $2.5M per month and $37M in debt to profitability, achieved by restructuring investor relationships and refocusing on human-written content. Stubblebine warns that AI companies like OpenAI created a 'prisoner's dilemma' by scraping content without compensation, pushing high-quality writing into walled gardens. He introduces Medium's new AI-assisted writing app TK and private blogging groups as responses to the era. The episode explores how creators must diversify revenue streams and reinvent themselves, while per-inference pricing standards like RSL slowly develop.

We Ignored Silicon Valley Advice for 3 Years | Nicolas Sharp (Attio)

Apr 30, 2026 · 57:49

Nicolas Sharp, co-founder of Attio, explains why the CRM startup spent 1,000 days building in stealth—a deliberate counter to the 'ship fast' philosophy he learned from a previous venture—and how that architectural investment now powers Attio's AI-native platform. He argues that the half-life of product-market fit has collapsed, forcing companies to simultaneously iterate and scale, and that Attio's high-resolution data pipelines are critical for deploying AI agents. Sharp also details how Attio used manual waitlist onboarding to validate demand, how fundraising expectations have risen dramatically (Attio raised $52M at Series B with accelerating growth), and why Europe is having a breakout moment as an AI hub, citing talent from DeepMind and Palantir as catalysts.

Why Andreessen Horowitz Is Still Betting Big On Crypto

Apr 22, 2026 · 50:25

Ali Yahya, general partner at Andreessen Horowitz (a16z), explains why AI and crypto are converging faster than predicted, with privacy emerging as a key defensive moat for crypto startups. He defines AGI as the point when an agent can be fully economically independent and outlines five stages of autonomous commerce, from automated payments to agent-to-agent transactions. Yahya is skeptical about AI agents trading for consumers—since everyone using ChatGPT eliminates alpha—but sees potential for professionals with proprietary data. He notes that a16z's 70-person platform team provides legal, research, and go-to-market support, and that the cost of entry has collapsed, letting founders test ideas with smaller teams before raising capital. He also highlights prediction markets, now legal in the US, as a growing category and recommends robotics as the next frontier, calling physical intelligence a 10–15 year arc offering time for newcomers to enter.

Students Will No Longer Be Taught By Teachers | Joleen Liang

Apr 15, 2026 · 46:16

Joleen Liang, co-founder of Squirrel AI, explains how its LAM engine—powered by over 20 billion learning behavior data points—replaces traditional teachers by handling 100% of knowledge transfer, turning instructors into data analysts and psychologists. She details how the Chinese Double Reduction policy in 2021 slashed revenue from $300 million to zero overnight, forcing a pivot to a hardware-integrated smart tablet and leading 80% of franchisees to convert $160 million in debt into company stock. The company now expands into the US with self-study centers and plans to introduce physical AI robot teachers within five years, while arguing that generic LLMs cannot deliver truly personalized education. Liang also shares how the co-founders maintained belief through the crisis, prioritizing health and exercise, and advises founders not to underestimate their abilities.

Yahoo Is Striking Back | CEO Shares The Latest

Apr 7, 2026 · 53:50

Yahoo CEO Jim Lanzone and SVP Eric Feng explain how Yahoo is striking back with AI-powered products like Scout and MyScout, leveraging its 700 million users and proprietary data to differentiate from generic chatbots. After being taken private by Apollo in 2021, Yahoo sold off non-core assets and restructured into GM-led units, cutting headcount by 50% while remaining profitable. The company owns its AI tech, using 30 years of search history and unique knowledge graphs to deliver accurate, citation-rich answers that send traffic to publishers, unlike other AI engines. They argue this approach is possible because Yahoo dominates categories like finance (#1) and sports (#2), each with 100M+ monthly users, and that AI is causing a seismic shift in search behavior (Google's lowest market share in a decade). The duo emphasizes that domain expertise now matters more than pure technical skills, and they are planning agentic features that move from information to action, such as booking trips or setting fantasy lineups, to increase user touchpoints from once a day to multiple times an hour.

Why Hand-Typing Code Will End Your Career in 2026

Mar 2, 2026 · 49:31

Dan Shipper, co-founder and CEO of Every, argues that AI agents like OpenClaw and vibe coding—prompting apps in English—are fundamentally reshaping how companies operate, from internal workflows to product development. Every, a 20-person company running four AI-native products (Quora, Spiral, Sparkle, Monologue), treats failed software experiments as content that builds distribution, and uses a 'two-slice team' approach where each product is managed by one person. Shipper details how he reclaimed the 'founder' title for legitimacy, the four-year 'flatline' period before the AI wave hit, and why over-hiring early is 'crazy—most of the time it doesn't end well.' He advises founders to automate every internal process with AI and build for both humans and agents.

The Brutal $1.2B Unicorn Reality

Feb 22, 2026 · 47:43

Kirill Bigai, founder of Preply, argues that the company's $1.2 billion unicorn valuation is a discipline story, not a success story, built on lean operations and unit economics. He recounts launching with a concierge MVP—a single landing page and manual tutor matching on Skype—while living with five co-founders in one house without salaries. To scale, Preply focused on SEO and SEM to acquire both learners and tutors, achieving ROI-positive results. During the war in Ukraine, the company took responsibility for evacuating 150 employees from Kyiv, fostering unity and resilience. Bigai envisions a 'human-first, AI-enabled' future where AI acts as a co-pilot for tutors, automating homework and improving learner-tutor matching.

THIS COST US $1.7 BILLION

Feb 8, 2026 · 1:02:31

Colin Angle, iRobot founder, recounts the 33-year journey from MIT's 'artificial insect' lab to the $1.7 billion Amazon acquisition that the FTC blocked, calling it a political move that damaged the innovation economy. He explains how Roomba combined mine-hunting algorithms, industrial cleaning tech, and toy manufacturing, and how a Dave Chappelle Pepsi commercial saved the company from 250,000 unsold units. The FTC's anti-M&A attitude froze iRobot for 18 months, preventing it from adapting to market changes, which ultimately led to bankruptcy. Now he's launching Familiar Machines and Magic to apply AI-powered robotics to elder care and wellness, aiming to build the robots we were promised beyond floor cleaning.

A16Z Partner: Why "Just Capital" Is Not Enough Anymore (The Firm of 2030) | David Haber

Jan 25, 2026 · 56:58

David Haber, a16z general partner, argues most venture investors run funds but few build firms, and explains how a16z operates as a firm with compounding competitive advantage. The firm reinvests fees into a 600-person platform giving founders distribution, credibility, and leverage. Haber shares his founder story: Bond Street raised $900M in debt, sold to Goldman Sachs, teaching him inside a 40,000-person organization. On AI, he says software becomes labor, expanding TAM beyond IT spend—portfolio company Salient's voice agents achieve 50% better collection rates. He also highlights a16z's decentralized model with no single CIO, where specialist partners run divisions, making the firm more resilient than traditional funds.

He Built A $1.8B AI Company With No Experience | Max Junestrand

Dec 14, 2025 · 52:02

Max Junestrand, CEO of legal AI company Legora, explains how AI is rewiring the legal profession, arguing that not building in AI is the biggest career risk. Legora, which went through YC W25 and has raised $260M, doubles ARR every quarter by embedding with law firms to solve real problems. Junestrand details how AI adds a fourth step to the lawyer career ladder—junior associate, senior associate, partner, AI—pushing junior lawyers to focus on intelligence and client skills earlier. He describes Legora's shift from chat to large-scale document review and Word-native drafting, and predicts a move from billable hours to outcome-based pricing as AI automates more work. Junestrand also shares his fundraising approach: build a great business and investors come to you, with Legora's Series B closing in a week and Series C in a week and a half.

The Unicorn Nobody Saw Coming | Ahmet Bahadir Ozdemir

Dec 7, 2025 · 56:43

Ahmet Bahadir Ozdemir, the accidental founder of Airalo, built the world's largest eSIM marketplace by pivoting from a ship-supply business after Apple's eSIM announcement in 2018. He started SIM4CREW for 1.7M seafarers, then killed it to launch Airalo, relying on luck and timing. First customers came from unscalable hacks—wearing Airalo shirts, fake elevator calls, and Twitter bots—until a $5,000 influencer investment cracked growth. COVID hit after raising a $5.4M Series A, but overspending forced an early raise that left enough cash to survive zero revenue, panic attacks, and a war on waste. Airalo's culture centers on empathy and individual stories, rejecting 'greater good' logic—every gigabyte used globally is the long-term goal, via a connectivity layer powering devices directly or through partners.

The Hidden Skill Behind Every Successful Founder | Lindsay Kaplan

Nov 30, 2025 · 37:06

Lindsay Kaplan, co-founder of Chief, explains how she and her co-founder Caroline built the women's executive network from cold emails that landed the first 200 members to a unicorn with tens of thousands on the waitlist. She details pivoting from in-person to digital in days during COVID, launching physical spaces, and the art of co-founder dynamics—emphasizing disagreement and complementary skills. Kaplan describes stepping down as operator after seven years, moving to VC at Next Wave NYC, and why she backs founders at the intersection of AI and real-world community, arguing that AI is a tool that cannot replicate in-person connection.

The Harsh Truth About Building a Startup in the AI Era | Anish Acharya

Nov 23, 2025 · 51:12

Anish Acharya, General Partner at a16z, argues the AI era has reopened consumer tech's biggest window since mobile, with consumers paying $200–$250 monthly for products like Gemini Ultra and ChatGPT. He warns founders against traps like thinking they're too late, noting AI code and legal will become entire industries with dozens of winners. Voice AI is an enterprise insertion point where agents already outperform humans at negotiation, while the next social platform will revolve around software creation rather than content. He dismisses the AI wrapper risk because multi-model products and fine-tuned data give startups defensibility, and advises founders to raise 24-month rounds focused on product, not marketing. Acharya also predicts 2026 will bring new distribution channels via OpenAI's Apps SDK, Apple's mini apps, and group chat discovery.

The AI Version of You Will Outperform You — Emad Mostaque

Nov 16, 2025 · 51:27

Emad Mostaque, founder of Stability AI and now Intelligent Internet, argues that within 1,000 days, AI will create digital twins that replace most cognitive jobs, but the bigger risk is cognitive colonialism—a handful of corporations controlling the AI layer closest to people. He explains why he left Stability after it reached 300 million downloads to build open, sovereign AI for healthcare, education, and government, citing a medical model that outperforms human doctors on benchmarks and runs on a laptop. Mostaque warns that graduate jobs are already disappearing, and by 2028 coding jobs as we know them will vanish, replaced by English-language AI. He advocates for universal basic AI alongside universal basic income, and announces Sage, an open-source policy engine for governments, and a ChatGPT alternative that routes through any model at cost. The episode details his vision for distributed civic AI funded via Foundation Coin, where compute goes toward helping people rather than maximizing profit.

OUT NOW: Solana's Founding Story | Anatoly Yakovenko

Nov 10, 2025 · 1:06

Anatoly Yakovenko, co-founder and CEO of Solana, tells the story of how his eureka moment—a calculation showing Solana could achieve 1,000 to 10,000 times more throughput than Ethereum or Bitcoin—led to a manic four days and eventually to a blockchain that processes in a single month as many transactions as Ethereum does in its lifetime. He details the brutal fundraising process, requiring 1,000 meetings to secure the first major check, and the near-catastrophic moment during Solana's biggest conference (1,600 developers, sold out) when FTX collapsed on the flight back, threatening the entire ecosystem. The episode explores Anatoly's vision for decentralized finance beyond speculation and the challenges of building a truly open on-chain financial system.

How Solana Survived When Most Other Coins Fell | Anatoly Yakovenko Story

Nov 9, 2025 · 54:31

Anatoly Yakovenko, co-founder and CEO of Solana, recounts how a eureka moment after two coffees and a beer led to encoding passage of time as a data structure, enabling 1,000 to 10,000 times more throughput than Ethereum or Bitcoin. He describes the grueling process of taking 1,000 meetings to secure funding, surviving the FTX collapse that wiped 97% of Solana's value, and how ecosystem teams like Backpack turned anger into momentum. Yakovenko explains that Solana now processes in a single month as many transactions as Ethereum’s entire lifetime, at fees under 0.2 cents. His long-term vision is a single on-chain system handling payments, trading, IPOs, and global finance atomically at the speed of light, reducing costs to the physics minimum. He predicts stablecoins will drive a 10x increase in digital dollars and that on-chain IPOs could democratize capital access for founders.

This Is How AI Will Reshape Startups Forever | Henry Ward, Co-Founder of Carta

Nov 2, 2025 · 47:52

Henry Ward, co-founder and CEO of Carta, explains how AI is reshaping startups and Carta itself — inverting the source of truth back from data to paper by using LLMs to reconstruct cap tables from legal documents. He shares the early hack that got Carta its first users: offering discounted 409(a) valuations through VC portfolio companies. Ward advises founders to diligence investors by talking to founders who exited with them, warns that seed investors often turn on founders in M&A, and notes the VC market is becoming bimodal — large funds get larger while small emerging managers exploit niches. Carta is now expanding into private equity and credit, which he says are 6–8x larger than venture, and opening offices globally. He also recounts meeting Marc Andreessen, who admitted his firm made a mistake passing on earlier Carta rounds, exemplifying the humility Ward admires.

Spotify’s Early Investor Shares His Blueprint for Outlier Founders | PJ Pärson (Northzone)

Oct 26, 2025 · 46:20

PJ Pärson, Northzone partner and early Spotify investor, argues outlier founders combine existential intensity with adaptability to AI disruptions and must hire smarter people. He recounts meeting Daniel Ek in high school and how Northzone insisted Ek become Spotify's CEO, producing Sweden's most valuable company. Pärson breaks AI into infrastructure, application tools, and a coming wave of AI-native businesses, explaining Northzone focuses on complex B2B bets like healthcare AI. He notes European startup hubs now have critical mass—Stockholm hosts 50–60 fast-growing AI companies—but Europe lacks later-stage capital and a deep IPO market. He warns US visa changes could redirect talent to Europe if Europe fixes retention issues.

Inside the $11M YC Startups That Took Over 2025

Oct 19, 2025 · 1:27:39

This episode profiles six YC Summer 25 startups: Frizzle (AI grading for math teachers, saving 10+ hours/week with 98.9% accuracy), Floot (vibe-coding tool for non-coders, 20,000 users in three months, acquired via Reddit competitor subreddits), Sagekit (chat-based automation platform replacing Zapier, building integrations at 5–10 per week, targeting solopreneurs and SMBs), April (voice AI executive assistant for email and calendar, priced at $15/month, initially launched without free trial then corrected), Cacao (dollar app for Brazil using stablecoins, moving hundreds of thousands in volume, focused on remote workers and freelancers), and Flywheel (retrofit remote control for excavators to improve safety, with two Singapore and three US customers, aiming to reduce ~1,000 annual US construction deaths). Each founder shares early mistakes—Frizzle’s underestimating K-12 sales cycles, Floot’s free pricing delaying feedback, April’s no-trial launch, Cacao’s need for regulatory navigation, and Flywheel’s productization challenges—and explains their go-to-market strategies.

How He Built This Full App Using ONLY 3 prompts | Colin Matthews

Oct 15, 2025 · 46:40

Colin Matthews, a vibe coding instructor, demonstrates how to build full-stack apps, convert Figma designs, and clone live websites using tools like Lovable, Bolt, Replit, Magic Patterns, and Alloy, arguing that the real challenge is distribution, not coding. He shows that bolt, Replit, and Lovable all generate similar results using the same underlying LLMs, with differences in UI and cost—Bolt costing about $5 for a virtual fitting room app. For Figma-to-code, Magic Patterns offers better code quality while Figma Make has superior visual fidelity but messy code. Website cloning via Chrome extensions like Alloy takes 5–10 minutes per page but currently lacks multi-page support. Matthews emphasizes that 90% of the work is easy, but the remaining 10% requires debugging skills, and advises aspiring builders to adopt a distribution-first approach—citing his own Wix extension that got 8,000 users with no marketing—rather than just focusing on product.

The Whistleblower Who Exposed Elizabeth Holmes

Oct 6, 2025 · 1:26:17

Tyler Shultz, the former Theranos employee turned whistleblower, recounts how a 23-year-old took on one of Silicon Valley's most hyped startups, revealing the failed technology and manipulation behind Elizabeth Holmes' vision. From day one, Shultz saw red flags: the product launched with zero validated tests, and executives locked lab doors from regulators. He internally flagged a syphilis test with 65% sensitivity but received an email from Sunny Balwani described as 'dripping with venom' and calling him arrogant. After quitting, Theranos used lawyers and his grandfather, former Secretary of State George Shultz, to pressure him, leading to $400,000–$500,000 in legal fees. The Wall Street Journal expose led to investigations, and Holmes and Balwani were convicted on 4 and 12 counts respectively. Shultz now speaks on lessons from Theranos and trends in diagnostics, including Alzheimer's disease.

This Is HOW Newsletters Can Make MILLIONS

Sep 14, 2025 · 1:02:25

Tyler Denk, co-founder of newsletter platform Beehiiv and writer of Big Desk Energy, reveals how Morning Brew's conversational tone and email-first strategy built a $75 million acquisition, then how he applied that experience to create Beehiiv as a 'Morning Brew in a box' for creators and businesses. He explains that email distribution wins because platforms like Facebook and Google cut traffic 40-50% via algorithm changes and AI summaries, while newsletters let creators own their audience and monetize through ads, subscriptions, and affiliates. Denk shares Beehiiv’s early days: 150 of 400 signups from a single tweet, a $99 all-inclusive plan that was a no-brainer, and a 'holy shit' moment when GoDaddy shut down all user websites during his bachelor party. He argues that newsletter M&A will return as companies like HubSpot acquire distribution to their ICP, and predicts waves in hard tech (robotics, energy) and preventative health—citing 50% less alcohol use among teens and the rise of wellness clubs—driven by founders needing peak mental performance to build billion-dollar companies.

The Youngest Female BILLIONAIRE Told Us THIS

Sep 7, 2025 · 49:02

Lucy Guo, co-founder of Scale AI and founder of Passes, shares her journey from high-school entrepreneur to youngest self-made female billionaire and her vision for the creator economy. She explains why she pivoted from food delivery and healthcare apps to Scale AI, emphasizing the importance of early co-founder communication to avoid conflict. At Passes, she outlines a 0% take rate on marketplace products and a 10% blended fee, arguing creators must own their audiences for sustainable businesses. She identifies AI's potential for digital twins and script generation but fears deepfake misuse. Guo also predicts self-driving cars will enable suburban living and advises founders to invest in top engineers, citing her early bet on Ramp.

The Nas Daily Story

Aug 22, 2025 · 49:52

Nuseir Yassin, creator of Nas Daily and founder of Nas.io, explains how after 271 failed daily videos he finally broke through in Bangkok, then pivoted his entire content operation to AI—achieving 250 million views from 60 AI-generated videos. He argues that creators must stop building on social media 'quicksand' (only 3-5% of his 70 million follower revenue comes from platforms) and instead build real businesses. Nas.io, built with $10M+, lets anyone turn an idea into revenue within 24 hours using AI for design, ads, and customer acquisition. Yassin predicts the next big trend is internet capital markets—tokenizing ownership of real estate and companies so anyone globally can buy fractional shares. He also launched an entrepreneur fellowship giving 100 people $3,000 each to build businesses on the platform.

300 Million Downloads (Matt Rouif, Photoroom)

Aug 16, 2025 · 48:07

Matt Rouif, co-founder of Photoroom, explains how the photo editing app grew from a two-week prototype in 2019 to 300 million downloads and $20 million in annual revenue on only $2 million raised, becoming the largest AI image editing tool globally. He details early tactics like localizing in 10 languages and conducting customer interviews at McDonald's. COVID accelerated adoption as sellers moved online, and Photoroom's focus on trust—avoiding AI hallucinations in product shots—set it apart for e-commerce. Rouif shares plans for a video editing beta and personalized advertising at scale, where infinite marketing assets are tailored per user. He identifies trends: specialized AI models for mobile speed and trust, AI video maturing in 2025-2026, and personalized advertising that creates unique imagery for each segment.