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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.
1:23:34EN20VC 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.
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.
2:27ENWhat Jane Street Interns and Recruiters Say About ApplyingInterns and recruiters describe the application process, problem-solving interviews, and how they think about finance experience.
4:51ENHow Jane Street’s Creative Engagement Team Shapes Company CultureTala, Lana · Jane StreetTeam members describe how events, design and digital projects bring colleagues together and introduce the firm to new people.
2:48ENKristen Answers Questions About Applying to Jane StreetKristen · Jane StreetA recruiter discusses application timing, campus roles, interview preparation and when to consider reapplying.
2:02ENKristen on Recruiting and Collaboration at Jane StreetKristen · Jane StreetA recruiter describes how her team works with trading and technology and why she encourages new hires to listen and speak up.
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.
25:42ENGraham and Andrea Work Through a Trading Mock InterviewMichael, Graham, Andrea · Jane StreetA 20-sided die game shows how a trading interview can develop through clarification, quantitative estimates and collaborative problem-solving.
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.
1:30:46ENSkip 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.
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.
1:54:54ENSlow 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.
1:10:14ENProgress Beats Pep Talks: Jason Shah on Leading Product Teams Through Web3's Ups and DownsGuest Jason Shah · Host Lenny RachitskyAlchemy's Jason Shah talks with Lenny Rachitsky about Web3 product management, working backwards, leadership habits, pushing back on a CEO, career paths and hiring.
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