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Whatnot Logo Whatnot · Human Resources

Director, People Operations & Systems

United States, New York, NY 210000.00 - 280000.00 USD / Year · Job Posted February 18, 2026
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Job Description

We are seeking a Director, People Operations & Systems to build and lead Whatnot's global people operations infrastructure as we scale from 1,000 to 1,500+ employees in 2026 and expand into new international markets. This role owns the full People Operations function — onboarding and offboarding, employee lifecycle administration, HRIS and people systems strategy, compliance and documentation, and the shared services model that enables the entire People organization to operate with excellence at scale.

Job Responsibility

  • Own end-to-end employee lifecycle operations globally, including onboarding, changes (transfers, promotions, leaves), offboarding, documentation management, background checks, I-9/work authorization, and compliance administration
  • Build and scale the People Help Desk as the front door for all employee questions and requests
  • Lead People systems strategy and implementation, including Workday, Complete, equity platforms, and integration across Finance, IT, and productivity tools
  • Partner with People Business Partners and Total Rewards to deliver People analytics and insights
  • Design and implement scalable people operations processes
  • Manage global compliance and reporting in partnership with Legal
  • Build and lead the shared services model for the People team
  • Drive people systems optimization across vendor management, change management for system implementations, integration planning, security and access management, and continuous enhancement of system capabilities
  • Build, hire, and develop a high-performing People Operations team
  • Lead special projects including international expansion and transformation initiatives

Requirements

  • 12+ years of progressive People Operations, HRIS, or People Analytics experience at high-growth tech companies
  • Experience building operations infrastructure through hypergrowth and ideally pre-IPO phases
  • Expert-level Workday experience across HCM, Compensation, Payroll, and Time Tracking
  • Strong analytics chops including SQL, dashboards (Looker/Tableau), and statistical analysis
  • Track record scaling operations from scrappy to mature
  • International operations experience dealing with employment law across countries, coordinating global payroll, managing work authorization, and navigating multi-country compliance
  • Balance strategic vision with hands-on execution
  • Exceptional at stakeholder management and influence
  • Experience building and leading teams, hiring and developing operations professionals, analysts, and systems specialists
  • Strong judgment on risk, compliance, and tradeoffs

What we offer

  • Generous Holiday and Time off Policy
  • Health Insurance options including Medical, Dental, Vision
  • Work From Home Support
  • Home office setup allowance
  • Monthly allowance for cell phone and internet
  • Care benefits
  • Monthly allowance for wellness
  • Annual allowance towards Childcare
  • Lifetime benefit for family planning, such as adoption or fertility expenses
  • Retirement
  • 401k offering for Traditional and Roth accounts in the US (employer match up to 4% of base salary) and Pension plans internationally
  • Monthly allowance to dogfood the app
  • Parental Leave
  • 16 weeks of paid parental leave + one month gradual return to work
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