About PicklePickle is a peer-to-peer rental marketplace unlocking the value of the billions of underutilized items sitting in consumers' closets. We make it easy to rent high-quality items exactly when you need them - with fast, convenient fulfillment and an on-demand experience that's as seamless as shopping.We're building a new kind of commerce layer: one powered by dynamic local supply, where access is more convenient than ownership. Pickle is now live nationwide and scaling rapidly in key markets including NYC, LA, Miami, Dallas, Austin, Chicago, with 400K+ items listed for rent.Backed by our Series A (FirstMark, Craft), we're moving fast and building the future of access-driven shopping.About The RoleWe're hiring a Head of Marketplace Health to own and scale the supply side of the Pickle marketplace, and ensure marketplace health remains balanced across markets.This role is responsible for building and maintaining high-quality, high-density supply across the platform. You'll conduct rigorous analysis to identify supply gaps, then recruit and onboard high-potential closets, convert renters into lenders, and drive owner engagement - ensuring we have the right inventory, in the right places, at the right time.Beyond supply growth, you'll own marketplace health analysis. You'll proactively dig into data to understand where markets are supply- or demand-constrained, identify patterns across cohorts and geographies, and take action accordingly. When markets are supply-constrained, you'll own the path to rapidly increasing supply. When demand-constrained, you'll partner cross-functionally with growth, product, and marketing teams to unlock demand.This role also plays a key part in scaling new areas of the marketplace. As we expand into new categories or segments, you'll be responsible for figuring out how to quickly build high-quality supply from 0 → hundreds → thousands of listings, and turning that into a repeatable playbook.This is a highly strategic and executional role for someone who is deeply analytical, scrappy, and action-oriented - someone who can go from identifying a problem in the data to solving it in the real world, quickly.Responsibilities1. Supply Growth & Marketplace HealthOwn supply growth strategy across all marketsAnalyze marketplace data to identify trends, gaps, and performance drivers across markets and cohortsDefine, track and surface marketplace health metricsIdentify supply gaps by market, category, price point, and user segmentPrioritize and execute against the most impactful supply opportunities, from recruiting high-quality closets to filling gaps quicklySurface data-driven insights and recommendations to improve marketplace liquidity and performancePartner cross-functionally to diagnose marketplace constraints and drive measurable improvements2. Owner Activation & EngagementDrive renter → lender conversionIncrease listing behavior among new and existing usersImprove owner retention, reactivation, and engagementIdentify and support high-performing lendersIdentify and scale learnings3. Scaling & Category ExpansionBuild playbooks for scaling supply across markets and categoriesTest and iterate on supply acquisition and onboarding strategiesIdentify and launch new supply verticalsTake new categories from early traction → meaningful scale4. Marketplace Insights & BalanceIdentify where markets are supply- and demand-side constrainedAnalyze cohorts (geo, behavior, category) to uncover gapsDesign and run targeted tests to improve marketplace balance and growthPartner with product, growth, and lifecycle teams to translate insights into scalable initiativesWho You Are8+ years of experience in marketplaces, growth, strategy, or operations rolesExperience working on two-sided marketplaces or supply-side growthStrong analytical mindset - you're comfortable using data to identify gaps and opportunitiesStrategic and systems-oriented - you think in terms of levers, not just tasksHighly executional - you can move from strategy → implementation quicklyScrappy and resourceful - you can build supply from the ground upStrong cross-functional operator - you work well across product, growth, and market teamsDeep ownership mindset - you treat marketplace health as your responsibilityComfortable in fast-paced, high-growth environmentsNice to HaveExperience at companies like Whatnot, The RealReal, Depop, Uber, Airbnb, DoorDash, etc. (marketplace supply roles) during their early-stage growth daysExperience working with sellers and developing systems that scaleExperience in fashion, resale, or consumer marketplacesActive Pickle user or strong familiarity with the productBenefitsCompetitive compensation + equityHealthcare (Medical, Dental, Vision)Take what you need paid time offMealPal credits for lunchStipend to set up your workspaceWork directly with founders and leadershipProfessional development + coachingPickle creditsTeam events, offsites, and strong IRL cultureNYC office (Tribeca)
Job Title
Director of Marketplace Health