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About the role
Key responsibilities & impact- Responsible for leading the strategy, design, and governance of health and welfare, wellness, leave of absence, and time off programs across the United States and Puerto Rico
- Define and lead the multi-year benefits strategy for U.S. and Puerto Rico, aligned with total rewards philosophy and business objectives
- Design forward-looking programs across health & welfare, wellness, leave of absence, and time off that enhance employee experience and market competitiveness
- Continuously evaluate program effectiveness, cost trends, and utilization to inform strategy evolution
- Work closely with internal stakeholders and external consultants to bring awareness to benefit strategy
- Partner with finance on budget, accrual and forecasting of self-funded plans
- Drive a cohesive employee experience across benefits, ensuring simplicity, accessibility, and engagement
- Standardize and modernize programs where appropriate to improve consistency and employee understanding
- Establish governance frameworks to ensure consistency, scalability, and operational excellence across all benefit programs
- Partner with finance and leadership to manage benefits spend, forecast trends, and identify cost optimization opportunities
- Oversee vendor strategy, including selection, performance management, and innovation partnerships
- Ensure all programs comply with applicable federal, state, and Puerto Rico regulations (e.g., ERISA, ACA, FMLA, local leave laws)
- Monitor legislative changes and proactively adjust program design to mitigate risk
- Serve as a strategic advisor to HR leadership and senior business stakeholders on benefits-related matters
- Collaborate cross-functionally (HRBPs, Legal, Finance, Payroll, Communications) to ensure alignment and execution
- Lead and develop a high-performing team (if applicable), fostering strategic thinking and continuous improvement.
Requirements
What you’ll need- Doctorate degree and 2 years of benefits experience OR Master’s degree and 4 years of benefits experience OR Bachelor’s degree and 6 years benefits experience OR Associate’s degree and 10 years of benefits experience OR High school diploma / GED and 12 years of benefits experience
- Advanced degree or relevant certification (e.g., CEBS)
- 8–12+ years of progressive experience in benefits, with significant focus on strategy and program design
- Deep expertise in U.S. health & welfare programs; working knowledge of Puerto Rico benefits and regulatory landscape
- Proven ability to lead large-scale benefits strategy, including cost management and vendor ecosystems
- Strong understanding of compliance requirements (ERISA, ACA, FMLA, and related regulations)
- Demonstrated ability to influence senior leaders and operate in a complex, matrixed environment
- Analytical mindset with the ability to translate data into actionable strategy
- Strong communication and executive presence
- Knowledge of and experience with fully insured and self funded plans.
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
benefits strategyprogram designcost managementvendor managementdata analysiscompliance managementemployee experience enhancementprogram evaluationbudget forecastingregulatory knowledge
Soft Skills
strategic thinkinginfluencing senior leaderscross-functional collaborationteam leadershipcommunicationoperational excellencecontinuous improvementstakeholder engagementproblem-solvingadaptability
Certifications
CEBS