Director, Benefits & Wellbeing

Role Description

At Alight, we are redefining how employees experience health, wealth, and wellbeing. This role sits on the Total Rewards Leadership Team and shapes programs that elevate the employee experience, strengthen engagement, and support business performance.

Reporting to the SVP, Total Rewards and Talent, the Director, Benefits & Wellbeing owns the strategy, design, and execution of a comprehensive benefits portfolio across the United States and Canada. This is a fully remote role with enterprise visibility and influence across a geographically distributed workforce.

What You’ll Do

• Set and evolve the enterprise benefits and wellbeing strategy, aligning programs to business priorities and workforce needs
• Lead execution of a multi-year roadmap spanning health, retirement, and wellbeing
• Oversee design, delivery, and governance of U.S. and Canada programs, including medical, pharmacy, retirement, leave, financial wellbeing, and holistic wellbeing initiatives
• Manage budgets, forecast trends, and implement strategies that optimize spend while maintaining market competitiveness
• Select, negotiate, and manage vendor partnerships to ensure high-quality delivery and measurable performance
• Ensure compliance with all U.S. and Canadian regulatory requirements and maintain effective governance frameworks
• Drive an integrated wellbeing strategy across physical, financial, and emotional health to increase engagement and utilization
• Build and lead a high-performing team, strengthening capability and accountability across the function
• Partner with Finance, Legal, and HR leaders to align rewards strategy with business objectives
• Develop and execute enterprise-wide communication strategies that simplify complex concepts and increase employee understanding and action
• Lead large-scale campaigns (e.g., annual enrollment, program launches) that improve participation and outcomes
• Advise senior leadership on messaging, positioning, and stakeholder alignment
• Lead change initiatives related to program evolution and vendor transitions, ensuring effective adoption and continuity

Qualifications

• 8+ years of progressive experience in Benefits or Total Rewards
• 3+ years leading teams and developing talent
• Deep expertise in U.S. benefits, with working knowledge of Canadian programs
• Track record of leading benefits strategy in large, multi-state or global organizations
• Advanced financial, analytical, and vendor management capabilities
• Ability to influence senior stakeholders and operate effectively in complex environments
• Experience designing communication strategies that drive engagement and behavior change
• Expertise leading change management initiatives tied to program transformation

Requirements

• Background check consistent with Alight’s employment policies
• Virtual interviews to be conducted on video
• Occasional travel to physical office locations may be required

Benefits

• Comprehensive total rewards package
• Health, dental, and vision coverages starting Day One
• Wellbeing programs
• Retirement plans with contribution matching
• Generous time off
• Parental leave
• Continuing education and career growth opportunities

Company Description

At Alight, we believe a company’s success starts with its people. We are passionate about connecting purpose with impact, empowering clients to build a healthier and more financially secure workforce.

• Leader in flexible workspace
• Recognized as a “Great Place to Work” for the past 7 years
• Fortune’s “Best Companies to Work For”