Betterment · 3 hours ago
Sr. Director, People Operations & Total Rewards
New York, NY
Full-time
Hybrid
Senior Level, Lead/Staff
$200K/yr - $225K/yr
10+ years expBetterment is a leading, technology-driven financial services company that offers investing and retirement solutions. As Senior Director of People Operations & Total Rewards, you will shape and execute a holistic compensation strategy, leading all aspects of People Operations and Total Rewards to attract, retain, and motivate talent.
FinanceFinancial ServicesFinTechImpact InvestingRetirement
Hiring Manager
Ollie Lutton
Responsibilities
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
Required
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
Benefits
Competitive equity package
Health, dental and vision benefits
Life and AD&D
Short-term and long-term disability insurance
EAP
Commuter and parking benefits
FSA/HSA
401(k) with employer match
Flexible PTO policy
Medical, dental, and vision insurance
Life and AD&D insurance
STD and LTD benefits, including infertility support and World Professional Association for Transgender Health approved benefits
Generous parental leave
Lunch from our in-house chef at our NYC headquarters
Company
Betterment
Betterment is an online investment company that offers investing and retirement solutions for their current clients and clients-to-be.
201-500 employees
Funding
Current Stage
Late StageTotal Funding
$435MKey Investors
TreasuryORIX Growth CapitalSharesPost Investment Management
2021-09-29Series F· $60M
2021-09-29Debt Financing· $100M
2021-04-30Series Unknown
Leadership Team
John Mileham
CTO
Jon Stein
Founder and Board Member
Recent News
New Orleans CityBusiness
2025-12-30
Menlo Ventures
2025-12-24
Company data provided by crunchbase