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1:12:06ENMax Freeman on Building Ramp’s Sales MachineGast: Max Freeman · Moderation: Harry StebbingsRamp’s sales leader explains how he hires, trains and equips sellers, from early outbound experiments to enterprise forecasting and AI-assisted research.
1:05:56ENAaron Katz on ClickHouse, AI Revenue Durability and Enterprise DataGast: Aaron Katz · Moderation: Harry StebbingsClickHouse’s CEO discusses agent workloads, open models, fundraising and the metrics he uses to judge durable growth.
1:23:34EN20VC on Enterprise Sales Hiring, Compensation and AIGast: Chad Peets, Chris Degnan · Moderation: Harry StebbingsChad Peets and Chris Degnan discuss building sales teams, forecasting revenue and competing for talent while AI changes enterprise markets.
1:13:48ENPatrick Forquer on Selling Legal AI and Scaling Legora’s Revenue TeamGast: Patrick Forquer · Moderation: Harry StebbingsLegora’s chief revenue officer explains how his team runs pilots, trains salespeople and forecasts rapid growth, and shares company-reported performance figures.
1:14:23ENBecca Lindquist on Clay’s Sales Hiring, Compensation and AIGast: Becca Lindquist · Moderation: Harry StebbingsClay’s head of sales explains how she evaluates candidates, designs incentives and builds customer champions in a product-led business.
1:25:37ENCarles Reina on ElevenLabs Sales, Compensation and Global GrowthGast: Carles Reina · Moderation: Harry StebbingsThe ElevenLabs sales leader explains his approach to quotas, AI-assisted workflows, international markets and partner distribution.
1:05:06ENShaunt Voskanian on Figma’s Sales Motion, Quotas and CoachingGast: Shaunt Voskanian · Moderation: 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.
56:42ENYamini Rangan on HubSpot, AI and Competing in the MidmarketGast: Yamini Rangan · Moderation: Harry StebbingsThe HubSpot CEO discusses founder transitions, product-led growth, AI pricing and serving larger customers without abandoning smaller ones.
54:12ENJulian Teixeira on Hiring Sales Teams and Building a Repeatable ProcessGast: Julian Teixeira · Moderation: 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 ChannelsGast: George Bonaci · Moderation: Harry StebbingsRamp’s growth leader discusses balancing speed with rigor, measuring results and building a team that can find opportunities beyond an existing playbook.
1:20:53ENSolly Solomou on Building LADbible, Social Media and Expanding to the USGast: Solly Solomou · Moderation: Harry StebbingsThe founder recounts buying a Facebook page, creating a media business and learning to lead through rapid change.
1:15:33ENFabien Pinckaers on Odoo’s Business Model, Culture and CompetitionGast: Fabien Pinckaers · Moderation: Harry StebbingsThe Odoo founder discusses open core, pricing, ownership and his approach to building an integrated business software suite.
1:22:59ENDan Fougere on Building Datadog’s Sales Motion and Protecting PriceGast: Dan Fougere · Moderation: Harry StebbingsThe former Datadog CRO explains qualification, enterprise sales, discount discipline and the people behind a repeatable process.
1:00:24ENRaman Malik on Perplexity’s Growth: Retention, Partnerships and ExperimentsGast: Raman Malik · Moderation: Harry StebbingsPerplexity’s growth leader explains how he evaluates activation, organic acquisition, paid channels and a growing team.
1:08:51ENAJ Tennant on Enterprise Sales, Customer Success and HiringGast: AJ Tennant · Moderation: Harry StebbingsGlean’s sales leader explains how to move upmarket, make AI deployments successful and evaluate sales candidates.
1:00:46ENJeetu Mahtani on International Expansion, Sales and Customer SuccessGast: Jeetu Mahtani · Moderation: Harry StebbingsThe former HubSpot sales leader explains how to test a new market, build partner ecosystems and align sales incentives with customer outcomes.
1:11:51ENDavid Schneider on Scaling ServiceNow and Being a Useful InvestorGast: David Schneider · Moderation: Harry StebbingsThe former ServiceNow operator discusses enterprise sales, multi-product growth and board work, including the decisions he would make differently.
40:33ENScott Gorlick on Uber’s Driver Acquisition and City Launch PlaybookGast: Scott Gorlick · Moderation: Harry StebbingsAn early Uber employee recalls recruiting drivers, building local teams and managing competition as the company expanded.
1:07:53ENChad Peets on Building Sales Teams, Hiring and Product CollaborationGast: Chad Peets · Moderation: Harry StebbingsThe sales recruiter and investor discusses early customer discovery, sales economics, onboarding and the trade-offs of scaling a team.
58:31ENBen Fiechtner on Deal Design, Forecasting and Building Sales TeamsGast: Ben Fiechtner · Moderation: Harry StebbingsClari’s chief revenue officer explains his quarterly sales cadence, how to find real buying constraints, and what he looks for when hiring.
45:11ENMark Roberge on Sales Hiring, Unit Economics and Moving UpmarketGast: Mark Roberge · Moderation: Harry StebbingsThe former HubSpot sales leader explains how founders can build a sales motion, align incentives and decide when enterprise customers are worth pursuing.
53:43ENAshley Kelly on Hiring, Onboarding and Scaling Sales DevelopmentGast: Ashley Kelly · Moderation: Harry StebbingsRippling’s sales-development leader discusses SDR roles, compensation, coaching and the practical challenges of growing a global team.
56:35ENMatt Lerner on Finding Growth Levers and Hiring Teams That LearnGast: Matt Lerner · Moderation: Harry StebbingsThe former PayPal growth leader explains how startups can discover their strongest channels, choose customer-centered metrics and hire for curiosity.
1:02:58ENLarry Shurtz on Hiring Sales Teams, Vertical Playbooks and ForecastingGast: Larry Shurtz · Moderation: Harry StebbingsThe Genesys sales leader explains how to prioritize, onboard and coach sellers, and why industry expertise must extend beyond the account executive.
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