August 10, 2026
Booking.com CEO Glenn Fogel on building a travel empire through frugal leadership, strategic M&A, the future of AI, and personal grit.
July 27, 2026
Ex-Twitter CEO Parag Agrawal discusses his new company Parallel, building a new web for AI, and his leadership style of radical focus.
July 13, 2026
Harvard's Mark Roberge reveals the science of scaling: Define Product-Market Fit with leading retention indicators, not revenue, to grow sustainably.
June 29, 2026
Airwallex CEO Jack Zhang on his journey from wealth to poverty to building an $11B fintech giant, facing failure, and turning down Stripe.
June 15, 2026
Qualtrics founder Ryan Smith on disciplined valuation, the long game in tech, and why execution trumps AI hype in building enduring companies.
June 1, 2026
Toast CEO Aman Narang on building a $20B restaurant OS. He covers early struggles, the power of vertical focus, and scaling past PMF.
May 18, 2026
Anduril co-founder Trae Stephens on investing in founders, building "X-Men" teams, the power of momentum, and the role of faith in startups.
May 4, 2026
AIG CEO Peter Zaffino on leading a historic turnaround, embedding AI in insurance, the necessity of dissent, and resilience from 9/11 to today.
April 20, 2026
Linear CEO Karri Saarinen on his contrarian playbook: slow hiring, strategic fundraising, and prioritizing quality and employee upside.
April 6, 2026
Cybersecurity legend Kevin Mandia on bootstrapping Mandiant, why customer obsession trumps fundraising, and preparing for AI-driven cyber warfare.
March 23, 2026
From Uber to the Pentagon, Emil Michael discusses infusing AI into national defense, reforming bureaucracy, and the critical need for partnership.
March 9, 2026
Sierra co-founder Bret Taylor on achieving hyper-growth, hiring senior talent for enterprise, fighting internal storytelling, and AI's impact.
February 23, 2026
Malwarebytes CEO Marcin Kleczynski on his 18-year journey, splitting his company for growth, and navigating the double-edged sword of AI.
February 9, 2026
Cresta CEO Ping Wu discusses the truth behind CX automation, advocating for a hybrid AI approach of elimination, automation, and human augmentation.
January 26, 2026
Circle CEO Jeremy Allaire on the 12-year journey of building USDC, navigating crypto winters, and pioneering a regulated, on-chain financial system.
January 12, 2026
Glean CEO Arvind Jain on scaling to 1000+ employees, the brutal competition in AI, and why today's tech is obsolete by tomorrow.
December 29, 2025
Leaders from Carlyle, HubSpot & more discuss AI's impact—reshaping work, web economics, and the future of enterprise tech and AR glasses.
December 22, 2025
Profound CEO James discusses the shift from search to AI, building 'marketing for machines,' and navigating hyper-growth in a competitive market.
December 15, 2025
Snap CEO Evan Spiegel on the 'middle child' strategy, the AI-driven future of AR glasses, and leading with intrinsic motivation.
December 8, 2025
From sales leader to Kleiner Perkins partner and founder, Jubin shares his journey and the 'why' behind his new AI startup, Roadrunner.
December 1, 2025
Cloudflare's Michelle Zatlin on building a 50-year company, navigating AI's disruption, the power of long-term perspective, and founder lessons.
November 24, 2025
Bryn Putnam, founder of Mirror ($500M exit to Lululemon), discusses her journey from ballet to hardware and unveils her new gaming console, Bored.
November 17, 2025
Cohere CEO Aidan Gomez on co-authoring the Transformer paper, the future of AI beyond scaling, and building an enterprise-first LLM company.
November 10, 2025
Yext founder Howard Lerman shares his intense daily routine, the founder's lifestyle of extreme sacrifice, and his bottom-up product philosophy.
November 3, 2025
Front CEO Dan O'Connell on bold leadership in the AI era, the courage to 'burn the boats,' and the personal grit required to transform a company.
October 27, 2025
ElevenLabs CEO Mati discusses building the voice of AI, competing with tech giants, navigating the uncanny valley, and scaling a global team.
October 20, 2025
Synthesia CEO Victor Riparbelli on creating the AI video category, navigating the startup wilderness, and why video is the future of communication.
October 13, 2025
Gamma CEO Grant Lee on building a hyper-efficient, AI-native company. He discusses lean teams, slow hiring, and why word-of-mouth is king.
October 6, 2025
Snowflake's GTM architects on building a legendary sales & marketing partnership. Key lessons on ego, trust, and hyper-growth.
September 29, 2025
Waymo founder Sebastian Thrun discusses building moonshots, why he sold his Ferrari, and his philosophy of prioritizing impact, grit, and living without guilt.
September 22, 2025
WordPress founder Matt Mullenweg on 20 years of grit, navigating the hero-villain cycle, and championing open source as a life mission.
September 15, 2025
Confluent CEO Jay Kreps on the psychological shift from engineer to founder, his high-variance hiring philosophy, and hands-on executive leadership.
