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31:22ENDecagon Prices AI Support by the Conversation. The Market Is Wages.Moderation: Sarah Guo, Elad GilJesse Zhang on six-figure contracts at zero ARR, 60–70% contact-center cuts, and a world where your agent calls the airline’s agent.
45:17ENA Click From OpenAI Is 750 Times Harder Than From Google a Decade AgoModeration: Sarah Guo, Elad GilCloudflare CEO Matthew Prince on Content Independence Day, why traffic is a broken proxy for value, and how to price the holes in the models.
47:49ENWorkday Is Onboarding AI Agents the Way It Onboards PeopleWorkday CEO Carl Eschenbach on turning a 70-million-person system of record into the ledger for a mixed workforce of humans and digital workers.
45:30ENA $20,000 AI Agent Replacing a $90,000 SDR: Manny Medina on Pricing in the Agent EraA fully loaded human SDR costs $70,000 to $90,000 a year; one AI SDR pitch is $20,000 per agent for 80% of the work, plus a bonus when targets are hit.
43:51ENThe $177 Billion GPU Bet Only Works If AI Becomes a $1.5 Trillion MarketModeration: Jacob EffronFour Redpoint partners walk their limited partners through where AI value will accrue—and why revenue is now the easiest metric to misread.
1:24:29ENStackBlitz Almost Shut Down. Then Bolt Hit $20 Million ARR in Eight Weeks.Moderation: Nathan LabenzEric Simons tells Nathan Labenz how a seven-year browser operating system, Claude Sonnet 3.5, and a text box replaced the local toolchain.
56:07ENBox Holds 100 Billion Files. Its CEO Says Enterprises Only Move for a 10xModeration: Nathan LabenzAaron Levie tells Nathan Labenz why AI excitement in the enterprise already outruns the early cloud — and why 98% reliability, seat-based SaaS, and incremental savings still will not ship.
48:31ENA Call Center Contact Costs $13. A Company Agent Can Do It for Under a DollarModeration: Sarah Guo, Elad GilSierra cofounder and OpenAI chairman Bret Taylor tells No Priors why branded customer agents are shovel-ready, why RAG demos are not products, and how AI software should charge for the job done.
1:14:48ENDevDay Probably Created Thousands of Startups, Says OpenAI's Logan KilpatrickModeration: Nathan LabenzThe day after OpenAI's first developer conference, Dev Relations lead Logan Kilpatrick tells Nathan Labenz why thin wrappers were never companies, why agents were deliberately not shipped fully autonomous, and what $2 million custom models are for.
2:17:30ENGemini Became the Daily Driver. A GPT-5 Worthy of the Name Would Make Agents Work.Moderation: Nathan LabenzZvi Mowshowitz returns to Cognitive Revolution to unpack Gemini 1.5, Sora, superalignment, sleeper agents, and the live-player map of frontier labs.
53:17ENCharge Sooner, Price Higher, Never Set It and Forget It: Naomi Ionita on MonetizationGast: Naomi Ionita · Moderation: Lenny RachitskyMenlo Ventures partner and former Evernote growth leader Naomi Ionita explains when to start charging, how to set and evolve prices, and what a "modern growth stack" looks like.
1:24:57ENSelling the Opportunity: How Founders Take Enterprise Sales From $1M to $10M ARRGast: Jen Abel · Moderation: Lenny RachitskyJen Abel explains why startups should chase tier-one logos, price near $100K, hire salespeople who can "cosplay a founder", and sell vision instead of problems.
1:11:43ENTwo Engines, One Price: Madhavan Ramanujam on Monetizing AI Products from Day OneModeration: Lenny RachitskyPricing expert Madhavan Ramanujam walks through the ideas in his book Scaling Innovation, from negotiation tactics and proof-of-concept design to a 2x2 for choosing an AI pricing model.
1:38:33ENPrice Before Product: Madhavan Ramanujam's Masterclass on Monetizing InnovationGast: Madhavan Ramanujam · Moderation: Lenny RachitskyThe author of Monetizing Innovation walks product teams through willingness-to-pay research, segmentation, pricing models, benefit messaging and behavioral pricing.
1:04:27ENPeter Deng on Why AI Pricing, Evals and Voice Are Still MisunderstoodModeration: Jacob EffronA product leader's guide to pricing AI around work, making evals the spec, and why voice and proactive agents are underrated
1:53:54ENFrom "Worst Idea I've Ever Heard" to $100M ARR: How Gamma Grew Profitably with a Tiny TeamGast: Grant Lee · Moderation: Lenny RachitskyGamma CEO Grant Lee walks through product-market fit, micro-influencer marketing, rapid prototype testing, pricing and lean hiring behind an AI presentation tool with over 50 million users.
1:21:35ENSelling the Mario-on-Blast: Jen Abel's Playbook for Growing Enterprise Sales from $1M to $10M ARRModeration: Lenny RachitskyEnterprise sales veteran Jen Abel explains why startups should chase tier-one logos, price near $100K, sell vision instead of problems, and hire salespeople who can act like founders.
1:25:08ENRahul Vohra on Superhuman: Product-Market Fit Engines, Game Design and a CEO's TimeGast: Rahul Vohra · Moderation: Lenny RachitskyThe Superhuman founder explains how he measures and optimizes product-market fit, why he treats products like games, and how he redesigned his own job to speed up the company.








