Director of Benefits

Location: Chicago, IL; Menlo Park, CA; or New York, NY. In-person attendance is expected 5 days per week.

Base pay: $176,000–$207,000 USD for Zone 3, $198,000–$233,000 USD for Zone 2, or $225,000–$265,000 USD for Zone 1, depending on work location. Additional bonus, equity, and benefits are available.

Company

Robinhood is a fintech company building products and programs to democratize finance and support a global workforce.

What you will do

• Define and evolve the global benefits philosophy and strategy from first principles.
• Design, implement, and manage health, welfare, retirement, leave, and voluntary benefits programs.
• Evaluate, streamline, and automate benefits processes while improving employee experience.
• Lead annual program reviews, renewals, vendor negotiations, and regulatory monitoring.
• Partner with Legal and Finance on compliance and regulatory obligations across jurisdictions.
• Lead benefits due diligence and integration for M&A activity and build a high-performing benefits team.

Requirements

• 10+ years of benefits experience with a track record of designing and implementing global programs.
• Deep expertise in US and international health, welfare, retirement, and leave programs.
• Strong analytical skills, including modeling program costs, utilization, and ROI.
• Strong fluency with AI tools and willingness to experiment with new tools and techniques.
• Experience with M&A benefits due diligence and integration.
• Strong understanding of regulatory and compliance requirements across global jurisdictions, plus exceptional communication skills.

Culture & Benefits

• High-impact work in a fast-moving, high-performance environment.
• Performance-driven compensation with bonus multipliers, bonus programs, equity ownership, and 401(k) matching.
• 100% paid employee health insurance and 90% dependent coverage.
• Flexible lifestyle wallet for wellness, learning, and other benefits spending.
• Employer-paid life and disability insurance, fertility benefits, mental health benefits, paid time off, sick time, parental leave, and company holidays.
• In-person office experience with catered meals, events, and comfortable workspaces.