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1:02:42EN
20VC with Harry Stebbings· Jul 25, 2026Podcast · 2 speakersMercor’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.Data quality & curationProduct ManagementEnterprise AI+2
1:23:34EN
20VC with Harry Stebbings· May 23, 2026Podcast · 3 speakers20VC on Enterprise Sales Hiring, Compensation and AIGuest Chad Peets, Chris Degnan · Host Harry StebbingsChad Peets and Chris Degnan discuss building sales teams, forecasting revenue and competing for talent while AI changes enterprise markets.SalesHiringGo-to-Market+2
1:57:54EN
20VC with Harry Stebbings· May 9, 2026Podcast · 2 speakersCliff 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.Company BuildingGrowth StrategyAI Strategy+2
1:14:23EN
20VC with Harry Stebbings· May 2, 2026Podcast · 2 speakersBecca Lindquist on Clay’s Sales Hiring, Compensation and AIGuest Becca Lindquist · Host Harry StebbingsClay’s head of sales explains how she evaluates candidates, designs incentives and builds customer champions in a product-led business.SalesHiringGo-to-Market+2
1:05:06EN
20VC with Harry Stebbings· Mar 21, 2026Podcast · 2 speakersShaunt Voskanian on Figma’s Sales Motion, Quotas and CoachingGuest Shaunt Voskanian · Host Harry StebbingsFigma’s chief revenue officer explains how self-service adoption connects to enterprise sales, and why quota targets are only one part of evaluating a representative.SalesGo-to-MarketLeadership+2
1:13:24EN
20VC with Harry Stebbings· Jan 19, 2026Podcast · 2 speakersWinston Weinberg on Building Harvey, Enterprise AI and the Art of DealsGuest Winston Weinberg · Host Harry StebbingsHarvey’s co-founder explains how he thinks about founder focus, enterprise adoption, hiring and negotiating while legal AI changes.Enterprise AICompany BuildingFounders+2
1:06:10EN
20VC with Harry Stebbings· Jan 5, 2026Podcast · 2 speakersFuse CEO Alan Chang on Revolut, Energy and Building at SpeedGuest Alan Chang · Host Harry StebbingsChang discusses his management approach, energy policy and Fuse’s growth while Harry Stebbings challenges several of his assumptions.Company BuildingLeadershipEnergy+2
1:12:57EN
20VC with Harry Stebbings· Jul 10, 2025Podcast · 3 speakersMeta’s AI Talent Drive, Microsoft Layoffs and the Economics of Startup GrowthGuest Rory O’Driscoll, Jason Lemkin · Host Harry StebbingsHarry Stebbings, Rory O’Driscoll and Jason Lemkin examine talent competition, stock compensation, acquisitions and the changing market for venture-backed companies.AI StrategyHiringVenture Capital+2
54:12EN
20VC with Harry Stebbings· Mar 7, 2025Podcast · 2 speakersJulian Teixeira on Hiring Sales Teams and Building a Repeatable ProcessGuest Julian Teixeira · Host Harry StebbingsThe 1Password CRO discusses early hires, team goals, outbound prospecting, compensation and inspecting deals as a company scales.Go-to-MarketSalesLeadership+2
52:59EN
20VC with Harry Stebbings· Feb 28, 2025Podcast · 2 speakersGeorge Bonaci on Growth Experiments, Hiring and Finding New ChannelsGuest George Bonaci · Host Harry StebbingsRamp’s growth leader discusses balancing speed with rigor, measuring results and building a team that can find opportunities beyond an existing playbook.Growth StrategyExperimentationGo-to-Market+2
46:23EN
20VC with Harry Stebbings· Feb 20, 2025Podcast · 2 speakersAdarsh Hiremath on Mercor, AI Recruiting and the Future of WorkGuest Adarsh Hiremath · Host Harry StebbingsThe Mercor co-founder discusses expert labor for AI labs, automated interviews, fundraising and his vision for a global labor marketplace.AI startups & small teamsHiringFuture of Work+2
1:03:51EN
20VC with Harry Stebbings· Feb 5, 2025Podcast · 2 speakersMax Levchin on Hiring, Postmortems and Leading AffirmGuest Max Levchin · Host Harry StebbingsThe Affirm founder discusses candid feedback, calculated risk, durable product work and staying focused through public-market volatility.LeadershipCompany BuildingFintech+2
1:08:51EN
20VC with Harry Stebbings· Oct 23, 2024Podcast · 2 speakersAJ Tennant on Enterprise Sales, Customer Success and HiringGuest AJ Tennant · Host Harry StebbingsGlean’s sales leader explains how to move upmarket, make AI deployments successful and evaluate sales candidates.SalesGo-to-MarketCustomer support automation+2
50:38EN
20VC with Harry Stebbings· Oct 16, 2024Podcast · 2 speakersZach Perret on Founder Mode, Product Expansion and Building PlaidGuest Zach Perret · Host Harry StebbingsThe Plaid co-founder discusses delegation, difficult integration work, fundraising and the trade-offs of growing a multi-product company.Company BuildingLeadershipFintech+2
53:03EN
20VC with Harry Stebbings· Oct 4, 2024Podcast · 2 speakersMaria 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.Product ManagementProduct LeadershipHiring+2
1:00:46EN
20VC with Harry Stebbings· Sep 27, 2024Podcast · 2 speakersJeetu Mahtani on International Expansion, Sales and Customer SuccessGuest Jeetu Mahtani · Host Harry StebbingsThe former HubSpot sales leader explains how to test a new market, build partner ecosystems and align sales incentives with customer outcomes.SalesGo-to-MarketGrowth Strategy+1
48:54EN
20VC with Harry Stebbings· Sep 18, 2024Podcast · 2 speakersAkshay Kothari on Notion’s Lean Team, Fundraising and Board DesignGuest Akshay Kothari · Host Harry StebbingsThe Notion co-founder discusses staying focused, rebuilding sales and using cash-flow discipline to retain flexibility.Company BuildingLeadershipVenture Capital+2
2:28:11EN
Lex Fridman· Nov 1, 2020Podcast · 2 speakersPeople Are Easy to Predict — and They Hate Being Told SoGuest Charles Isbell · Host Lex FridmanGeorgia Tech dean Charles Isbell talks with Lex Fridman about interactive AI, computing as a mindset, and race in America.Human-AI CollaborationML fundamentalsAI research+3
1:30:46EN
Lenny's PodcastPodcastSkip the Funnel of Doom: Cursor's Playbook for Hiring the Top 50Host Lenny RachitskyAdam Ward, Cursor's head of talent, explains how to scope, map and relentlessly pursue the best people instead of hiring whoever survives a recruiting funnel.Enterprise & strategyCompany BuildingLeadership+3
1:42:04EN
Lenny's PodcastPodcast · 2 speakersPaid Growth, Step by Step: Shopify's Performance Marketing Lead on Tests, Signal and Team DesignGuest Timothy Davis · Host Lenny RachitskyTimothy Davis walks through when to start paid, how to run signs-of-life tests, which platforms to try, what to measure and who to hire first.Enterprise & strategyGo-to-MarketGrowth Strategy+3
1:05:46EN
Lenny's PodcastPodcast · 2 speakersHire for Balance, Fix Onboarding, Evaluate Companies Rigorously: Adam Fishman's Growth PlaybookGuest Adam Fishman · Host Lenny RachitskyThe former Lyft, Patreon and Imperfect Foods growth leader lays out a four-part competency model for hiring growth talent, explains why onboarding is the most underrated retention lever, and shares a "people, mission, financials" framework for choosing where to work.Product & UXGrowth StrategyProduct Management+3
1:08:53EN
Lenny's PodcastPodcast · 2 speakersPlay the Long Game: A Top Recruiter's Playbook for Hiring and Becoming a Product LeaderGuest Lauren Ipsen · Host Lenny RachitskyRecruiter Lauren Ipsen explains how founders should hire their first senior product leader, how PMs should build their careers, and what recruiters often get wrong.Product & UXProduct ManagementCompany Building+3
55:51EN
Lenny's PodcastPodcast · 2 speakersHumble, Customer-Obsessed and Relentless: Inside DoorDash's CultureGuest Keith Yandell · Host Lenny RachitskyDoorDash executive Keith Yandell explains how the company hires for culture, leads through crises, and manages people, from WeDash deliveries to a "how to work with me" document.Enterprise & strategyCompany BuildingLeadership+3
1:54:54EN
Lenny's PodcastPodcastSlow Down, Ask Questions, Sell the Vacation: An Executive Negotiator's PlaybookHost Lenny RachitskyJacob Warwick explains how senior operators win bigger offers by treating a job search like an enterprise sale and negotiating collaboratively rather than confrontationally.Enterprise & strategyCareer GrowthLeadership+3
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