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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.
4:41ENInside Jane Street’s Internship: Projects, Mentorship and LearningCody · Jane StreetInterns and employees describe collaborative interviews, learning finance from the basics, and working on projects used by the firm.
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.
1:14:23ENBecca 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.
1:05:06ENShaunt 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.
1:13:24ENWinston 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.
1:06:10ENFuse 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.
54:12ENJulian 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.
52:59ENGeorge 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.
46:23ENAdarsh 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.
1:03:51ENMax 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.
1:08:51ENAJ 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.
50:38ENZach 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.
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.
1:00:46ENJeetu 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.
48:54ENAkshay 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.
37:24ENGrace and Nolen's Software Engineering Mock InterviewGrace, Nolen · Jane StreetA unit-conversion graph illustrates how Jane Street interviewers discuss design, code, errors and communication with a candidate.
5:42ENJane Street’s Trading Interview: What to ExpectMichael, Megan · Jane StreetA trader and a recruiter explain the interview stages, how to approach open-ended questions and what the firm says it looks for.
1:00:28ENElla Ehrlich on Modernizing a Critical Trading SystemRon Minsky, Ella Ehrlich · Jane StreetJane Street’s Gord team rebuilt parts of a legacy data pipeline while preserving availability, and Ehrlich describes the recruiting programs she helped develop.
2:28:11ENPeople 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.
1:42:04ENPaid 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.
1:05:46ENHire 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.
1:08:53ENPlay 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.
55:51ENHumble, 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.
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