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1:36:35ENAI Spending, Software Stocks and IPO Speculation: A 20VC Earnings RoundtableInvitado: Jason Lemkin, Rory O’Driscoll · Presenta: Harry StebbingsJason Lemkin and Rory O’Driscoll assess technology earnings, software growth and reported AI funding, then debate how leaders and workers adapt to AI.
45:35ENNik Storonsky on Revolut’s Product Bets and Global Banking AmbitionsInvitado: Nik Storonsky · Presenta: Harry StebbingsThe Revolut founder discusses management, banking licenses, product experiments and a possible public listing, as well as his data-driven investment firm.
53:03ENMaria Angelidou-Smith on Product Reviews, Hiring and Building Better TeamsInvitado: Maria Angelidou-Smith · Presenta: Harry StebbingsThe Personio product and technology leader shares lessons from Meta on product careers, decision-making, resource allocation and leading distributed teams.
1:02:58ENLarry Shurtz on Hiring Sales Teams, Vertical Playbooks and ForecastingInvitado: Larry Shurtz · Presenta: Harry StebbingsThe Genesys sales leader explains how to prioritize, onboard and coach sellers, and why industry expertise must extend beyond the account executive.
1:05:46ENBilly Hult on Tradeweb, Leadership and Betting on PeopleInvitado: Billy Hult · Presenta: Harry StebbingsTradeweb’s CEO discusses the transition to leadership, how he weighs talent and feedback, and the personal cost of a demanding role.
48:02ENBrendon Cassidy on Early Sales Hiring, Discovery and OutboundInvitado: Brendon Cassidy · Presenta: Harry StebbingsThe sales leader explains how he evaluates first hires, builds a customer-centered playbook and reviews deals, while questioning conventional outbound tactics.
1:29:20ENJustin Ishbia on Private Equity, Building Teams and the Benefits of ScaleInvitado: Justin Ishbia · Presenta: Harry StebbingsThe Shore Capital founder explains his buyout strategy, how he develops leaders and why he treats operations as a system.
59:25ENScott Williamson on Hiring Product Managers and Writing Better StrategyInvitado: Scott Williamson · Presenta: Harry StebbingsThe former GitLab product leader explains his hiring process, written strategy tools and routines for coaching and reviewing product work.
1:12:20ENDave Kellogg on SaaS Metrics, Sales Forecasting and Efficient GrowthInvitado: Dave Kellogg · Presenta: Harry StebbingsThe software executive explains why he separates acquisition, retention and margin, and offers practical ways to improve forecasting and customer relationships.
35:04ENDave Ripley on Crypto Regulation, Payments and Leading KrakenInvitado: Dave Ripley · Presenta: Harry StebbingsThe Kraken CEO makes the case for cryptocurrency and a different regulatory approach, while Harry Stebbings challenges its practical advantages.
1:13:51ENSean Murray on Teaching Buyers and Moving into Enterprise SalesInvitado: Sean Murray · Presenta: Harry StebbingsThe Greenhouse revenue leader explains how he approaches discovery, renewals, enterprise readiness and sales hiring.
1:10:01ENDave Powers on Building Hoka, Reviving UGG and Managing Footwear BrandsInvitado: Dave Powers · Presenta: Harry StebbingsThe Deckers CEO discusses specialist distribution, inventory, brand recovery and the economics of direct and wholesale sales.
55:24ENSteve Goldberg on Selling to CFOs, Reviewing Deals and Building Customer TrustInvitado: Steve Goldberg · Presenta: Harry StebbingsThe Salesloft revenue leader explains how to find a real champion, demonstrate business outcomes and make renewals part of the sales process.
1:53:24ENMatteo Franceschetti on Eight Sleep’s Hiring, Execution and Sleep TechnologyInvitado: Matteo Franceschetti · Presenta: Harry StebbingsThe Eight Sleep CEO explains the operating decisions behind a hardware startup, from unit economics and hiring to written management and ambitious health-monitoring plans.
1:03:08ENRyan Petersen on Flexport, Velocity and the Cost of Moving Too FastInvitado: Ryan Petersen · Presenta: Harry StebbingsThe Flexport founder discusses customer feedback, overhiring, cross-functional logistics and why direction matters as much as speed.
57:34ENChris Degnan on Building Snowflake's Sales Team from the First CustomerInvitado: Chris Degnan · Presenta: Harry StebbingsSnowflake's revenue chief explains prospecting, customer feedback, forecasting and his unconventional view of customer success.
1:05:26ENStephane Kurgan on Scaling King, Making Decisions and Building TrustInvitado: Stephane Kurgan · Presenta: Harry StebbingsThe former King COO explains how he approaches data, communication, hiring and the difficult choices that come with rapid growth.
1:07:44ENSri Batchu on Growth Experiments, Hiring and Operator InvestingInvitado: Sri Batchu · Presenta: Harry StebbingsThe Ramp growth leader explains how to measure experiments, build teams and balance operating with angel investing.
1:00:38ENDave Clark on Amazon, Flexport and Leading Through GrowthInvitado: Dave Clark · Presenta: Harry StebbingsThe former Amazon executive discusses ambitious goals, hiring, logistics decisions and protecting time for family.
1:04:31ENSimon Sinek on Trust, Listening and the Work of Being a Better LeaderInvitado: Simon Sinek · Presenta: Harry StebbingsThe author discusses identity, difficult conversations and how leaders can create space for honest feedback and productive dissent.
1:05:33ENRich Liu on Sales Hiring, Enterprise Growth and Deal DisciplineInvitado: Rich Liu · Presenta: Harry StebbingsEverlaw’s revenue leader shares practical lessons on selling in a tighter market, building a team and choosing a go-to-market motion.
59:06ENMark Goldberger on Enterprise Sales, Hiring and Deal QualificationInvitado: Mark Goldberger · Presenta: Harry StebbingsRamp’s enterprise sales leader discusses founder-led selling, champions, onboarding and building a disciplined pipeline.
1:01:46ENFrank Fillmann on Enterprise Sales, Hiring and Customer-Centered PlaybooksInvitado: Frank Fillmann · Presenta: Harry StebbingsThe Salesforce sales leader explains how he coaches teams, maps opportunities and builds a case around the buyer’s priorities.
53:16ENJason Fried on Independence, Leadership and Basecamp’s Workplace DecisionsInvitado: Jason Fried · Presenta: Harry StebbingsThe 37signals co-founder discusses profitability, feedback and long partnerships, and reflects on a controversial workplace policy.









