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Director of Benefits

RobinhoodChicago, IL; Menlo Park, CA; New York, NY
Legal & ComplianceLead / HeadOn-site

As Director of Benefits at Robinhood, you own the strategy, design, and delivery of benefit programs that serve our global workforce. You'll define our benefits philosophy from first principles, building programs that attract and retain exceptional talent, reinforce our high-performance culture, and deliver an outstanding employee experience. You'll lead a team, own key vendor relationships, partner with Legal and Finance, and bring your expertise to everything from annual renewals to M&A due diligence. This role is based in our Chicago, Menlo Park, or New York offices, with in-person attendance expected 5 days per week.

What you'll do

  • Define and evolve Robinhood's global benefits philosophy and strategy 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

What you bring

  • 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

What we offer

  • Base pay of $225,000-$265,000 USD (Menlo Park, New York, Bellevue, Washington DC), $198,000-$233,000 USD (Denver, Westlake, Chicago), or $176,000-$207,000 USD (Lake Mary, Clearwater, Gainesville), depending on location
  • Bonus opportunities, equity ownership, and 401(k) matching
  • 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 and disability insurance, fertility benefits, and mental health benefits
  • Company holidays, paid time off, sick time, parental leave, and additional time off to recharge
  • Exceptional office experience with catered meals, events, and comfortable workspaces

About Robinhood

Robinhood is building an elite team applying frontier technologies to the world's biggest financial problems, with a mission to democratize finance for all. The People team builds the systems, programs, and culture that enable Robinhood's employees to do their best work, attracting, developing, and retaining exceptional talent across the company.

What legal & compliance roles in crypto pay

185 salaries · our own data
this role$103kmedian$250k

This role pays $225k-$265k, above the $182k median for legal & compliance roles in crypto on this board.

Director of Benefits | CryptoJobsHQ