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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.
1:23:34EN20VC 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.
1:57:54EN20VC 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.
1:14:23EN20VC 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.
1:05:06EN20VC 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.
1:13:24EN20VC 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.
1:06:10EN20VC 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.
1:12:57EN20VC 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.
54:12EN20VC 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.
52:59EN20VC 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.
46:23EN20VC 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.
1:03:51EN20VC 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.
1:08:51EN20VC 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.
50:38EN20VC 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.
53:03EN20VC 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.
1:00:46EN20VC 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.
48:54EN20VC 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.
58:31EN20VC with Harry Stebbings· Aug 2, 2024Podcast · 2 speakersBen Fiechtner on Deal Design, Forecasting and Building Sales TeamsGuest Ben Fiechtner · Host Harry StebbingsClari’s chief revenue officer explains his quarterly sales cadence, how to find real buying constraints, and what he looks for when hiring.
45:11EN20VC with Harry Stebbings· Jul 12, 2024Podcast · 2 speakersMark Roberge on Sales Hiring, Unit Economics and Moving UpmarketGuest Mark Roberge · Host Harry StebbingsThe former HubSpot sales leader explains how founders can build a sales motion, align incentives and decide when enterprise customers are worth pursuing.
1:01:42EN20VC with Harry Stebbings· Jun 28, 2024Podcast · 2 speakersSamir Vasavada on Vise: Fundraising, Hiring and Rebuilding After Rapid GrowthGuest Samir Vasavada · Host Harry StebbingsThe Vise co-founder reflects on raising capital quickly, executive hiring, a company reset and the personal pressure of building a startup young.
1:06:40EN20VC with Harry Stebbings· Jun 14, 2024Podcast · 2 speakersJanie 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.
53:43EN20VC with Harry Stebbings· Jun 7, 2024Podcast · 2 speakersAshley Kelly on Hiring, Onboarding and Scaling Sales DevelopmentGuest Ashley Kelly · Host Harry StebbingsRippling’s sales-development leader discusses SDR roles, compensation, coaching and the practical challenges of growing a global team.
56:35EN20VC with Harry Stebbings· May 31, 2024Podcast · 2 speakersMatt Lerner on Finding Growth Levers and Hiring Teams That LearnGuest Matt Lerner · Host Harry StebbingsThe former PayPal growth leader explains how startups can discover their strongest channels, choose customer-centered metrics and hire for curiosity.
58:18EN20VC with Harry Stebbings· May 17, 2024Podcast · 2 speakersJiaona 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.Load moreShowing 24 of 55