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1:20:47ENMatt Swulinski on Building and Measuring a Product-Led Growth EngineGuest Matt Swulinski · Host Harry StebbingsThe growth leader shares lessons from Superhuman, Wispr Flow and Viktor on paid acquisition, creative testing, referrals and AI-assisted workflows.
1:02:42ENMercor’s Osvald Nitski on AI Training Data, Product and Customer ConcentrationGuest Osvald Nitski · Host Harry StebbingsMercor’s head of product discusses how the company supplies expert data to AI labs, designs its marketplace and plans to reach more enterprise customers.
57:42ENJacob Lauritzen on AI Engineering, Legal Work and Building LegoraGuest Jacob Lauritzen · Host Harry StebbingsLegora’s CTO discusses code review, token budgets, enterprise adoption and how legal workflows might change.
1:57:54ENCliff Weitzman on Speechify, AI Tools and Learning Through IterationGuest Cliff Weitzman · Host Harry StebbingsThe Speechify founder discusses growth experiments, engineering culture, personal health experiences and the promise and risks he sees in AI.
46:53ENBrian Tolkin on Hiring Product Teams and Finding the Problem That MattersGuest Brian Tolkin · Host Harry StebbingsOpendoor’s head of product draws on Uber and Opendoor to discuss user choice, AI prototypes, decision-making and hiring.
1:06:04ENDan Gill on Carvana’s Unit Economics, Product Decisions and TurnaroundGuest Dan Gill · Host Harry StebbingsThe Carvana product leader discusses financing, logistics, prioritization and leading through a dramatic market-cap decline.
1:00:24ENRaman Malik on Perplexity’s Growth: Retention, Partnerships and ExperimentsGuest Raman Malik · Host Harry StebbingsPerplexity’s growth leader explains how he evaluates activation, organic acquisition, paid channels and a growing team.
53:03ENMaria Angelidou-Smith on Product Reviews, Hiring and Building Better TeamsGuest Maria Angelidou-Smith · Host Harry StebbingsThe Personio product and technology leader shares lessons from Meta on product careers, decision-making, resource allocation and leading distributed teams.
1:09:13ENMike Hudack on Product Simplicity, Experimentation and Building TeamsGuest Mike Hudack · Host Harry StebbingsThe Sling Money founder shares lessons from Facebook, Deliveroo and Monzo on customer choice, data and product leadership.
1:05:48ENKaz Nejatian on Shopify: Building Complete Products and a Company for the Long TermGuest Kaz Nejatian · Host Harry StebbingsShopify’s COO explains its product culture, internal tools and partnerships, and reflects on remote work, information flow and leadership.
1:06:40ENJanie Lee on Product Judgment, Hiring and Enterprise ExpansionGuest Janie Lee · Host Harry StebbingsThe Loom product leader discusses customer problems, clear writing, product reviews and the shift from self-serve adoption to enterprise sales.
58:18ENJiaona Zhang on Product Scorecards, Strategy and Faster LearningGuest Jiaona Zhang · Host Harry StebbingsLinktree’s product leader explains how KPI trees, weekly scorecards and collaborative rituals connect customer needs to business outcomes.
52:54ENVickie Peng on Building Less, Measuring Customer Value and Finding Product-Market FitGuest Vickie Peng · Host Harry StebbingsThe Sequoia product leader explains how to learn with less product, choose meaningful metrics and recognize different customer mindsets.
59:25ENScott Williamson on Hiring Product Managers and Writing Better StrategyGuest Scott Williamson · Host Harry StebbingsThe former GitLab product leader explains his hiring process, written strategy tools and routines for coaching and reviewing product work.
57:49ENWill Wu on Human-Centered Product Design, Snap and AIGuest Will Wu · Host Harry StebbingsThe Match Group CTO shares lessons from Snapchat Discover and Snap Games, and explains how he combines user empathy, rapid prototyping and technical judgment.
1:06:31ENSanjit Biswas on Product-Market Fit, Sales and Building Samsara for the Long TermGuest Sanjit Biswas · Host Harry StebbingsThe Samsara co-founder discusses lessons from Meraki, customer-led product expansion, hiring and capital allocation.
59:36ENGeoff Charles on Product Teams, Sprint Velocity and Strategy at RampGuest Geoff Charles · Host Harry StebbingsRamp’s product leader explains customer discovery, two-week sprints, reusable systems and hiring for execution.
1:01:17ENJeff Seibert on Product Pivots, AI Infrastructure and Angel InvestingGuest Jeff Seibert · Host Harry StebbingsThe Digits founder discusses decisive product pivots, the risks of thin AI applications and the difference between paper gains and cash returns.
1:16:06ENDavid Meyer on Product Management, Customer Curiosity and Building TeamsGuest David Meyer · Host Harry StebbingsThe Databricks product leader explains why product work is a balancing act, how to test assumptions with customers, and what he looks for when hiring.
1:01:06ENEly Lerner on Startup Advisors, Growth Strategy and FocusGuest Ely Lerner · Host Harry StebbingsThe former Yelp and Chime product leader explains how to choose and compensate advisors, identify a growth lever, and balance strategic bets with essential defensive work.
1:14:20ENGuillermo Rauch on Product Focus, AI Interfaces and InvestingGuest Guillermo Rauch · Host Harry StebbingsThe Vercel founder explains how he evaluates talent, chooses product battles and thinks about AI’s impact on software and business models.
50:35ENKevin Niparko on Hiring Product Leaders, Demos and Customer OutcomesGuest Kevin Niparko · Host Harry StebbingsThe Twilio product leader shares lessons from Segment on building product teams, running reviews and deciding when to invest in a second product.
59:53ENSuchit Dash on Dubsmash, Retention and the Decision to SellGuest Suchit Dash · Host Harry StebbingsThe Dubsmash co-founder recounts a viral launch, a difficult rebuild around dance challenges, and the acquisition process that led to Reddit.
59:59ENLauryn Isford on Product Growth, Onboarding and HiringGuest Lauryn Isford · Host Harry StebbingsNotion’s product growth leader explains how to help users find value, measure activation and build growth teams.
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