
Financial Services · 673 people
Sr. Director, People Operations & Total Rewards
Posted 28 Oct
What’s this role about? The Senior Director will design and execute holistic compensation and total rewards strategies while overseeing People Operations functions like payroll, benefits, and HR systems. They will act as a strategic advisor to executive leadership to ensure programs are data-driven, scalable, and compliant with financial and legal standards.
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Company
About Betterment Betterment is an investing and savings app that serves one purpose—to help you grow your money, so that you can live better. Sign up effortlessly to get goal-setting and planning tools at no extra cost. For one low, transparent fee, you can invest your money with automatic deposit and trading features that put your money to work. Earn with interest and investment growth—plus maximize your savings with rewards on your everyday spending. Learn more at Betterment.com. Investing involves risk and performance not guaranteed. https://www.betterment.com/social-disclosures/
Betterment
Investing and saving made easy.

Responsibilities
- This job may also be eligible for variable compensation in the form of a company incentive bonus.
- A day in the life
- Design, implement, and govern compensation structures, including frameworks, pay band architecture as well as supporting equity programs and incentive plans
- Lead market benchmarking, pay equity analyses, and compensation reviews to ensure competitiveness, fairness, and transparency
- 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 reporting across functions, as well as forecast compensation costs in support of workforce planning
- Manage and continuously improve benefits programs and ensure compliance with employment and benefits regulations (ERISA, ACA, HIPAA, FLSA, and others)
- Cultivate strong relationships with benefits providers, brokers, and HR technology vendors to optimize cost, service, and employee experience
- Lead the payroll function, ensuring compliant, accurate, and timely payroll cycles
- Partner cross-functionally with Finance, Legal, and external vendors to ensure compliance with complex tax and employment laws, while continuously improving payroll systems and processes
- Own HRIS and people data infrastructure-ensuring accuracy, reporting, and actionable analytics
- Drive operational excellence across People Operations, ensuring smooth execution of payroll, onboarding/offboarding, and compliance practices
Qualification
- 10+ years of progressive experience in People Operations and Total Rewards, with 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) and driving data accuracy and compliance
- Strong project management and process design skills, particularly around building systems that scale with business growth (including IPO readiness)
- A collaborative, proactive, and detail-oriented approach with a passion for operational excellence and a bias to action
- Join a team built on these core values
- We change lives
- Be a part of a community of innovators working to transform financial outcomes for real people. Your work will make an impact, always laddering up to our mission; to empower people to build wealth with confidence and ease.
- We set audacious goals
- We set them for the company, our customers, and ourselves, and we won’t stop until we reach them. We don’t just show up; we give our all, then celebrate our wins.
- We value all perspectives
- When we collaborate, we're at our best. We believe diverse perspectives lead to better outcomes and strive to uphold our supportive and inclusive community.
- We simplify financial services
- We’re financial services pioneers, always finding new ways to improve, optimize, and enhance. Constant improvement is in our DNA.
- We offer a competitive suite of benefits, including medical, dental, and vision coverage; life and AD&D insurance; short- and long-term disability; infertility support and WPATH-aligned transgender health benefits; an Employee Assistance Program (EAP); transit benefits and FSA and HSA options
- Ownership: Equity for all employees, including new hire and refresher grants.
- Time: Flexible paid time off, paid parental leave, and a fully paid four-week sabbatical in your sixth year.
- Growth: Company-paid professional coaching for all employees.
- Wealth: Day-one 401(k) match plus matching on qualified student loan payments.
Benefits
- Medical coverage
- Dental coverage
- Vision coverage
- Life insurance
- AD&D insurance
- Short-term disability
- Long-term disability
- Infertility support
- Transgender health benefits
- Employee Assistance Program
- Transit benefits
- FSA
- HSA
- Equity
- Flexible paid time off
- Paid parental leave
- Four-week sabbatical
- Professional coaching
- 401(k) match
- Student loan payment matching
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