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1:12:06EN
20VC with Harry Stebbings· Oct 10, 2026Podcast · 2 speakersMax Freeman on Building Ramp’s Sales MachineGuest Max Freeman · Host Harry StebbingsRamp’s sales leader explains how he hires, trains and equips sellers, from early outbound experiments to enterprise forecasting and AI-assisted research.
1:05:56EN20VC with Harry Stebbings· Aug 31, 2026Podcast · 2 speakersAaron Katz on ClickHouse, AI Revenue Durability and Enterprise DataGuest Aaron Katz · Host Harry StebbingsClickHouse’s CEO discusses agent workloads, open models, fundraising and the metrics he uses to judge durable growth.
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.
1:13:48EN20VC with Harry Stebbings· May 11, 2026Podcast · 2 speakersPatrick Forquer on Selling Legal AI and Scaling Legora’s Revenue TeamGuest Patrick Forquer · Host Harry StebbingsLegora’s chief revenue officer explains how his team runs pilots, trains salespeople and forecasts rapid growth, and shares company-reported performance figures.
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.
1:25:37EN20VC with Harry Stebbings· Apr 11, 2026Podcast · 2 speakersCarles Reina on ElevenLabs Sales, Compensation and Global GrowthGuest Carles Reina · Host Harry StebbingsThe ElevenLabs sales leader explains his approach to quotas, AI-assisted workflows, international markets and partner distribution.
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.
56:42EN20VC with Harry Stebbings· Mar 17, 2025Podcast · 2 speakersYamini Rangan on HubSpot, AI and Competing in the MidmarketGuest Yamini Rangan · Host Harry StebbingsThe HubSpot CEO discusses founder transitions, product-led growth, AI pricing and serving larger customers without abandoning smaller ones.
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.
1:20:53EN20VC with Harry Stebbings· Feb 14, 2025Podcast · 2 speakersSolly Solomou on Building LADbible, Social Media and Expanding to the USGuest Solly Solomou · Host Harry StebbingsThe founder recounts buying a Facebook page, creating a media business and learning to lead through rapid change.
1:15:33EN20VC with Harry Stebbings· Feb 12, 2025Podcast · 2 speakersFabien Pinckaers on Odoo’s Business Model, Culture and CompetitionGuest Fabien Pinckaers · Host Harry StebbingsThe Odoo founder discusses open core, pricing, ownership and his approach to building an integrated business software suite.
1:22:59EN20VC with Harry Stebbings· Nov 22, 2024Podcast · 2 speakersDan Fougere on Building Datadog’s Sales Motion and Protecting PriceGuest Dan Fougere · Host Harry StebbingsThe former Datadog CRO explains qualification, enterprise sales, discount discipline and the people behind a repeatable process.
1:00:24EN20VC with Harry Stebbings· Nov 15, 2024Podcast · 2 speakersRaman 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.
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.
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.
1:11:51EN20VC with Harry Stebbings· Sep 11, 2024Podcast · 2 speakersDavid Schneider on Scaling ServiceNow and Being a Useful InvestorGuest David Schneider · Host Harry StebbingsThe former ServiceNow operator discusses enterprise sales, multi-product growth and board work, including the decisions he would make differently.
40:33EN20VC with Harry Stebbings· Aug 30, 2024Podcast · 2 speakersScott Gorlick on Uber’s Driver Acquisition and City Launch PlaybookGuest Scott Gorlick · Host Harry StebbingsAn early Uber employee recalls recruiting drivers, building local teams and managing competition as the company expanded.
1:07:53EN20VC with Harry Stebbings· Aug 23, 2024Podcast · 2 speakersChad Peets on Building Sales Teams, Hiring and Product CollaborationGuest Chad Peets · Host Harry StebbingsThe sales recruiter and investor discusses early customer discovery, sales economics, onboarding and the trade-offs of scaling a team.
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.
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.
1:02:58EN20VC with Harry Stebbings· May 10, 2024Podcast · 2 speakersLarry Shurtz on Hiring Sales Teams, Vertical Playbooks and ForecastingGuest Larry Shurtz · Host Harry StebbingsThe Genesys sales leader explains how to prioritize, onboard and coach sellers, and why industry expertise must extend beyond the account executive.Load moreShowing 24 of 54