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49:36EN86 Out of 100: Harvey's Playbook for Selling AI Into LawHost Sarah Guo, Elad GilWinston Weinberg on a Reddit blind test, expanding-and-collapsing product design, and why Harvey started with century-old firms instead of the mid-market.
1:15:33ENFabien 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.
52:06ENLinkedIn spent five years on graph neural nets. She wants any company to see value in four weeksKumo co-founder Hema Raghavan argues that the graph was always sitting in your warehouse tables — and that a SQL-like predict clause is how ordinary companies finally get to use it.
1:00:05ENIf Someone Builds a Better Spark Product, We Deserve to LoseIon Stoica on how Databricks turned academic open source into a data-and-AI company — and which problems he thinks will matter more tomorrow than today.
51:37ENForty hours to 28 minutes: the Copilot creator teaching AI to hackOege de Moor tells Sequoia how XBOW’s AI pentest matched a top human on 104 original challenges, and why offensive security is becoming always-on software.
1:22:59ENDan 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.
51:38ENClay Wants to Be a Guitar, Not a Microwave, for Go-to-Market TeamsKareem Amin tells Sequoia’s Alfred Lin why Clay is building a system of action for growth rather than an AI that replaces SDRs.
1:00:24ENRaman 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.
1:08:51ENAJ 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.
1:00:46ENJeetu 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.
1:11:51ENDavid 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.
40:33ENScott 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.
1:07:53ENChad 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.
1:45:40ZH → EnglishEntering the US Market: Global Ambition, Local Teams and Cross-Cultural BusinessGuest Joyce Zhang Gray, Sophia Xiao, Camila · Host 张小珺Joyce Zhang, Sophia Xiao and Camila discuss hiring, sales and cultural differences for startups entering the United States.
33:10ENA Weekend Prototype Now Autocompletes a Third of Brex ExpensesHost Sarah Guo, Elad GilPedro Franceschi tells Sarah Guo and Elad Gil how a 48-hour GPT-3.5 hack became an assistant for 30,000 companies — and why firing 20,000 customers was a leadership-bandwidth decision.
58:31ENBen 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.
45:11ENMark 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.
53:43ENAshley 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.
56:35ENMatt 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.
39:59ENFrom $6 million to $30 million ARR in three months: Garry Tan on YC’s AI boomHost Sarah Guo, Elad GilThe Y Combinator president tells Sarah Guo and Elad Gil why this batch looks like nothing he has seen in twenty years, and why a weak elephant is good news for startups.
1:02:58ENLarry 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.
1:15:57ENSam Blond on Hiring Sales Teams and Making Outbound WorkGuest Sam Blond · Host Harry StebbingsThe former Brex sales leader explains how founders can hire early reps, diagnose demand bottlenecks and build more distinctive outreach.
2:13:15ENHe Sold Garbage Bags at 12. The Pitch Hasn't Changed.Guest Mark Cuban · Host Lex FridmanMark Cuban tells Lex Fridman that selling is helping, a billion requires luck, DEI is not a mind virus, and drug prices stay high because three middlemen hide the math.
48:02ENBrendon Cassidy on Early Sales Hiring, Discovery and OutboundGuest Brendon Cassidy · Host Harry StebbingsThe sales leader explains how he evaluates first hires, builds a customer-centered playbook and reviews deals, while questioning conventional outbound tactics.
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