Sr. Director, People Operations & Total Rewards

The role

You will shape and execute a holistic compensation strategy and lead all aspects of People Operations and Total Rewards. This includes managing compensation, equity, payroll, benefits, and HR systems to support company mission and scalability.

What you will do

• Design, implement, and govern compensation structures, pay band architecture, equity programs, and incentive plans
• Lead market benchmarking, pay equity analyses, and compensation reviews
• Partner with the CPO and CFO on compensation strategy, annual budgeting, and long-term incentive planning
• Collaborate with the Finance team to align policies and forecast compensation costs
• Manage and improve benefits programs and ensure regulatory compliance
• Cultivate relationships with benefits providers, brokers, and HR technology vendors
• Lead the payroll function to ensure compliant, accurate, and timely cycles
• Partner with Finance and Legal to ensure compliance with tax and employment laws
• Own HRIS and people data infrastructure for accuracy and analytics
• Drive operational excellence across payroll, onboarding/offboarding, and compliance

Required qualifications

• 10+ years of progressive experience in People Operations and Total Rewards
• At least 5 years in a leadership capacity
• Deep knowledge of payroll, benefits, and employment laws, practices and systems
• Proven ability to lead People Operations teams in high-growth environments
• Experience managing HR systems (e.g., ADP, Pave, CultureAmp, Lattice, Greenhouse)
• Strong project management and process design skills

Nice to have

• Experience building systems that scale with business growth (including IPO readiness)

Benefits

• Medical, dental, and vision coverage
• Life and AD&D insurance
• Short- and long-term disability
• Infertility support
• WPATH-aligned transgender health benefits
• Employee Assistance Program (EAP)
• Transit benefits
• FSA and HSA options
• Equity for all employees, including new hire and refresher grants
• Flexible paid time off
• Paid parental leave
• Fully paid four-week sabbatical in your sixth year

Before you apply

• Interview process includes 3-4 sets of meetings
• May include a case study exercise or technical assessments

About the company

Betterment is a technology-driven financial services company offering investing, savings, retirement, and financial wellness solutions. They are headquartered in NYC.