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58:30ENHe Couldn't Convince Anyone to Compete with OpenAI. Two Years Later the Valley Is Full of Them.Host Nathan LabenzSarah Guo and Elad Gil walk Cognitive Revolution through Software 3.0, an 80/20 split with incumbents, and how to tell a fake waitlist from demand that cannot be faked.
3:12ENProduct-Customer Fit in Early Enterprise SalesGuest Mark Goldberger · Host Harry StebbingsMark Goldberger explains how he qualifies opportunities and builds a sales playbook.
59:06ENMark Goldberger on Enterprise Sales, Hiring and Deal QualificationGuest Mark Goldberger · Host Harry StebbingsRamp’s enterprise sales leader discusses founder-led selling, champions, onboarding and building a disciplined pipeline.
0:48ENMike Salguero’s Hypothetical Celebrity Pick for ButcherBoxGuest Mike Salguero · Host Harry StebbingsThe founder explains why he would choose Arnold Schwarzenegger and jokes with Harry Stebbings about Mike Tyson.
1:01:46ENFrank Fillmann on Enterprise Sales, Hiring and Customer-Centered PlaybooksGuest Frank Fillmann · Host Harry StebbingsThe Salesforce sales leader explains how he coaches teams, maps opportunities and builds a case around the buyer’s priorities.
1:03:41ENAdam Grenier on Building Growth into the BusinessGuest Adam Grenier · Host Harry StebbingsThe former Uber growth leader explains marketplace acquisition, hiring, retention and the limits of attribution through lessons from Uber, Lambda School and MasterClass.
2:14ENWhy Mike Duboe Questions LTV-to-CAC RatiosGuest Mike Duboe · Host Harry StebbingsThe investor favors payback analysis and warns against treating a formula as a strategy.
41:17ENZach Lawryk on Sales Engineering, Buyer Value and Building the First TeamGuest Zach Lawryk · Host Harry StebbingsThe Rippling solutions consulting leader explains when to hire technical sales specialists, how to evaluate them and how they help buyers make decisions.
50:12ENThe Drone Is Only 15 Percent of the ProblemHost Sarah Guo, Elad GilZipline CEO Keller Rinaudo Cliffton on why blood delivery in Rwanda, not a cooler airplane, built the world's largest commercial autonomous system.
1:01:55ENMike Duboe on Growth Teams, Experiments and Paid MarketingGuest Mike Duboe · Host Harry StebbingsThe former Stitch Fix growth leader explains how to choose meaningful metrics, hire for growth and test whether marketing actually creates demand.
1:00:17ENStevie Case on Building Sales Teams, Moving Upmarket and Leading With EmpathyGuest Stevie Case · Host Harry StebbingsVanta CRO Stevie Case explains how founders can test enterprise sales, hire for grit and curiosity, and build a more human sales culture.
37:15ENJeff Jordan on Building Two-Sided MarketplacesGuest Jeff Jordan · Host Harry StebbingsThe former OpenTable CEO and a16z investor explains supply, demand, unit economics and marketplace timing through lessons from OpenTable, Airbnb, eBay and Instacart.
53:50ENHenry Schuck on ZoomInfo, Sales Slowdowns and the Discipline of GrowthGuest Henry Schuck · Host Harry StebbingsZoomInfo’s founder discusses bootstrapping, leadership, gratitude and how customer buying changed in the software market of early 2023.
1:08:53ENMaggie Hott on Building Enterprise Sales and Hiring the First RepsGuest Maggie Hott · Host Harry StebbingsThe Webflow sales leader explains how to combine self-serve adoption with sales, build outbound and evaluate candidates.
1:05:07ENMartin Casado on Building Markets and Rethinking Venture CapitalGuest Martin Casado · Host Harry StebbingsThe a16z general partner explains how an engineer became an investor, why founders need patient category-building, and how venture firms might scale.
1:16:12ENJason Lemkin on Finding SaaS Investments, Founder Feedback and the Algolia BetGuest Jason Lemkin · Host Harry StebbingsThe SaaStr founder revisits an early investment in Algolia and explains how operator experience, honest competitive analysis and difficult conversations shape his venture practice.
58:09ENVaibhav Sahgal on Connecting Users to Value and Building Growth TeamsGuest Vaibhav Sahgal · Host Harry StebbingsThe Reddit product leader shares lessons from Zynga on user research, protecting channels, hiring growth leaders and validating ideas before engineering them.
50:41ENLauren Schwartz on Hiring Salespeople and Building an Enterprise Sales TeamGuest Lauren Schwartz · Host Harry StebbingsThe Fivetran enterprise sales leader discusses customer discovery, early hires, onboarding, deal reviews and aligning incentives with customer outcomes.
48:43ENEleanor Dorfman on Building Sales Teams, Playbooks and Customer-Centered ReviewsGuest Eleanor Dorfman · Host Harry StebbingsThe Retool sales leader explains how founders can learn from early customers, hire for ambiguity and build repeatable sales practices.
1:03:46ENJordan Van Horn on Sales Playbooks, Hiring and Learning from DealsGuest Jordan Van Horn · Host Harry StebbingsThe Monte Carlo revenue leader explains what founders should document, how to evaluate sales candidates and how to support a growing team.
1:06:16ENQuick-Commerce Economics: Airlift, JOKR and Zepto Founders Debate Emerging MarketsGuest Usman Gul, Ralf Wenzel, Aadit Palicha · Host Harry StebbingsIn a 2022 roundtable, three founders compare fulfillment costs, basket size, fees and advertising while disagreeing about the economics of delivery speed.
54:17ENOliver Jay on Sales Playbooks, Hiring and Customer LearningGuest Oliver Jay · Host Harry StebbingsThe former Dropbox and Asana sales leader explains why early teams should learn before treating a sales process as fixed and scalable.
2:16:07ENAsk What Could Go Right: Jason Calacanis on Robinhood, Loyalty, and Two Checks for TeslaGuest Jason Calacanis · Host Lex FridmanThe angel investor and All-In co-host walks Lex Fridman from a Palo Alto dive bar to GameStop, Silicon Valley’s war on friction, and a friendship that kept a car company alive for twelve extra days.
1:26:27ENKai-Fu Lee: Originality Pride Is a Handcuff on What a Company Can BecomeGuest Kai-Fu Lee · Host Lex FridmanIn a 2019 conversation with Lex Fridman, the investor and former Google China president explains why China's copycat years were a training ground, why data often beats clever algorithms, and what facing death did to his idea of work.
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