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1:22:59ENDan Fougere on Building Datadog’s Sales Motion and Protecting PriceGuest Dan Fougere · Host Harry StebbingsThe former Datadog CRO explains qualification, enterprise sales, discount discipline and the people behind a repeatable process.
1:23:01ENPhil Carter on Growth Loops and Consumer Subscription EconomicsGuest Phil Carter · Host Harry StebbingsThe growth advisor explains acquisition, retention, paywalls and pricing, and why sustainable consumer subscriptions require more than buying traffic.
1:24:54ENJason Lemkin on SaaS Investing, Churn and Seed ValuationsGuest Jason Lemkin · Host Harry StebbingsThe SaaStr founder revisits successful and disappointing deals, explains his diligence process and assesses the economics of seed investing.
52:52ENGirish Mathrubootham on Freshworks Pricing, Products and ScalingGuest Girish Mathrubootham · Host Harry StebbingsThe Freshworks founder shares lessons from self-service software, a multi-product strategy, executive hiring and investing in Indian startups.
1:03:31ENPeter Wagner on Venture Cycles, Founders and Price DisciplineGuest Peter Wagner · Host Harry StebbingsThe Wing founding partner reflects on decades of investing, the Snowflake round he did not lead and the risks of capital-intensive businesses.
33:23ENAI Leaders Debate Open Models, Pricing and the Future of SearchGuest Emad Mostaque, Des Traynor, Jeff Seibert, Yann Lecun, Richard Socher, Cris Valenzuela, Douwe Kiela, Tomasz Tunguz, Miles Grimshaw, Christian Lanng · Host Harry StebbingsA compilation of separate interviews brings together competing 2023 predictions about model economics, assistants and the largest technology companies.
1:01:37ENDoug Adamic on Sales Discovery, Pipeline Quality and Why He Resists DiscountingGuest Doug Adamic · Host Harry StebbingsThe Brex revenue leader explains how he connects customer outcomes to urgency, coaches sales teams and builds a repeatable process.









