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Director of Benefits

Robinhood· Total Rewards
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Hybrid (Chicago, IL / Menlo Park, CA / New York, NY)$225k - $265kfull-timePosted 2mo ago

About the role

Directorial role owning strategy, design, and delivery of global benefits programs, leading a team and partnering with Legal and Finance to ensure compliance, vendor management, and alignment with Robinhood’s culture and business goals.

Responsibilities

  • Define and evolve Robinhood's global benefits philosophy and strategy, starting from first principles
  • Design, implement, and manage programs across health, welfare, retirement, leave, and voluntary benefits for a global workforce
  • Evaluate, streamline, and automate benefits processes with a constant focus on employee experience
  • Lead annual program reviews and renewals, including vendor negotiations
  • Monitor market practices and the regulatory landscape to keep our programs competitive and compliant across all jurisdictions
  • Partner with Legal and Finance on compliance and regulatory obligations across regions
  • Lead benefits due diligence and integration for M&A activity
  • Build, develop, and lead a high-performing benefits team

Qualifications

  • 10+ years of experience in benefits, with a track record of designing and implementing global programs
  • Deep expertise across health, welfare, retirement, and leave – both US and international
  • A first-principles approach to designing programs, processes, and policies
  • Strong analytical skills and comfort modeling program costs, utilization, and ROI
  • Strong fluency with AI tools, with curiosity to experiment, learn, and incorporate new tools and techniques
  • M&A experience including benefits due diligence and integration
  • Solid understanding of regulatory and compliance requirements across global jurisdictions
  • A track record of driving process improvement and automation without sacrificing the employee experience
  • Exceptional verbal and written communication skills, and ability to present complex topics clearly to employees and leadership

Skills

Required:Benefits strategy and designVendor management and negotiationsRegulatory compliance (global jurisdictions)M&A due diligence and integration (benefits)People leadershipData analysis and ROI modelingCommunication (presenting to leadership)

Benefits

  • Challenging, high-impact work to grow your career
  • Performance-driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching
  • Best-in-class benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents
  • Lifestyle wallet — a highly flexible benefits spending account for wellness, learning, and more
  • Employer-paid life & disability insurance, fertility benefits, and mental health benefits
  • Time off to recharge including company holidays, paid time off, sick time, parental leave, and more
  • Exceptional office experience with catered meals, events, and comfortable workspaces
Last updated Sep 30, 2026. Interested? Apply on the company site.

About Robinhood

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