Sr. Director, People Operations & Total Rewards

Betterment•New York, NY
•$200,000 - $225,000•Hybrid

About The Position

As Senior Director of People Operations & Total Rewards, you will shape and execute a holistic compensation strategy that is both strategic and operational. You will lead People Operations and Total Rewards, including compensation, equity, payroll, benefits, and related HR systems, ensuring programs are data-driven, competitive, and aligned with the company’s mission. As a trusted advisor to the CPO, CFO, and executive leadership team, you will design and execute total rewards strategies that attract, retain, and motivate talent while ensuring scalability, compliance, and financial discipline. The role calls for both architecting scalable frameworks and staying close to the details of their implementation. The position is based at Betterment’s NYC office and requires in-office attendance Monday through Thursday each week. The role offers a New York City base salary range of $200,000–$225,000 and may also be eligible for a company incentive bonus. Actual salaries may vary based on factors including location, experience, and performance; the listed range is one component of total compensation.

Requirements

  • 10+ years of progressive experience in People Operations and Total Rewards.
  • At least 5 years of experience 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 and driving data accuracy and compliance.
  • Strong project management and process design skills, particularly building systems that scale with business growth, including IPO readiness.
  • Collaborative, proactive, and detail-oriented approach, with a passion for operational excellence and a bias to action.

Responsibilities

  • Design, implement, and govern compensation structures, including frameworks, pay-band architecture, equity programs, and incentive plans.
  • Lead market benchmarking, pay equity analyses, and compensation reviews to support competitiveness, fairness, and transparency.
  • Partner with the CPO and CFO on compensation strategy, annual budgeting, and long-term incentive planning.
  • Collaborate with Finance to align policies and reporting across functions and forecast compensation costs in support of workforce planning.
  • Manage and continuously improve benefits programs and ensure compliance with employment and benefits regulations, including ERISA, ACA, HIPAA, and FLSA.
  • Build and maintain relationships with benefits providers, brokers, and HR technology vendors to optimize cost, service, and employee experience.
  • Lead payroll, ensuring compliant, accurate, and timely payroll cycles.
  • Partner with Finance, Legal, and external vendors on compliance with tax and employment laws and improve payroll systems and processes.
  • Own HRIS and people data infrastructure, ensuring accuracy, reporting, and actionable analytics.
  • Drive operational excellence across People Operations, including payroll, onboarding and offboarding, and compliance practices.

Benefits

  • Medical, dental, and vision coverage.
  • Life and AD&D insurance.
  • Short- and long-term disability coverage.
  • Infertility support and WPATH-aligned transgender health benefits.
  • Employee Assistance Program (EAP).
  • Transit benefits and 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 the sixth year.
  • Company-paid professional coaching for all employees.
  • Day-one 401(k) match and matching on qualified student loan payments.
  • Potential eligibility for a company incentive bonus.
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