Director, Benefits

RaceTrac Company Overview

Job Description:

Position Summary

The Director, Benefits is responsible for enterprise strategy, governance, administration, and continuous improvement of employee benefits, leave, retirement, time off, and wellness programs across a multi-brand organization. This role provides leadership and strategic guidance to all operating brands and shared services while balancing enterprise consistency, brand-specific needs, regulatory compliance, financial stewardship, and employee experience.

This leader partners closely with HR, Finance, Legal, Payroll, HR Technology, vendors, and business leadership to develop scalable, competitive, and employee-centered programs that support attraction, retention, engagement, business performance, integration efforts, and the organization’s employee value proposition.

Responsibilities:

Key Responsibilities

Enterprise Benefits Strategy & Program Design

• Establish and execute the enterprise benefits strategy across all brands, ensuring alignment with business objectives, talent strategy, organizational culture, and the employee value proposition.
• Lead the design, evaluation, and ongoing optimization of health and welfare, retirement, wellness, leave, and employee support programs.
• Develop enterprise standards, governance practices, and program philosophies that promote consistency, scalability, and compliance across brands.
• Monitor market trends, legislative changes, workforce demographics, and emerging practices to recommend innovative and competitive solutions.
• Evaluate program effectiveness through utilization, engagement, cost, and employee experience metrics and recommend enhancements when appropriate.

Multi-Brand Integration & Harmonization

• Lead benefits, leave, and time-off integration activities for newly acquired or affiliated brands.
• Conduct program assessments, gap analyses, and harmonization recommendations while balancing organizational objectives, employee experience, and financial stewardship.
• Build scalable enterprise frameworks that allow for efficient administration across multiple brands and employee populations.
• Identify operational, compliance, and employee experience risks associated with acquisitions and integrations and develop mitigation strategies.
• Partner with HR leadership to implement future-state program designs and transition plans.

Benefits Administration Leadership

• Oversee enterprise administration of health and welfare programs, retirement plans, leave programs, paid time off programs, employee assistance resources, and wellness offerings.
• Ensure accurate, timely, and efficient delivery of benefits-related services through internal teams, third-party administrators, and shared service partners.
• Establish service delivery standards, performance metrics, and operational controls that support a high-quality employee experience.
• Champion process improvement and automation initiatives that increase efficiency, reduce risk, and improve scalability.
• Lead annual enrollment and ongoing benefits education and communication strategies across all brands to improve employee understanding, adoption, engagement, utilization, and perceived value of available programs.

Leave of Absence & Time Off Strategy

• Provide enterprise oversight for all leave and time off programs, including statutory, company-sponsored, disability, parental, military, and accommodation-related programs.
• Ensure compliant administration of leave programs across federal, state, and local jurisdictions.
• Establish enterprise policies, processes, and governance structures that create a consistent and equitable employee experience.
• Partner with Legal, Employee Relations, Payroll, and HR leaders on complex leave and accommodation matters.

Retirement, Wellness & Employee Support Programs

• Provide strategic leadership for retirement programs, including 401(k) plan design, governance, administration, fiduciary oversight, compliance, and vendor management.
• Direct enterprise wellness and well-being strategies focused on supporting physical, financial, emotional, and social health.
• Oversee employee assistance, hardship and support funds, and other programs designed to support employee well-being.

Compliance, Governance & Risk Management

• Ensure compliance with applicable benefit, retirement, leave, and privacy regulations including ERISA, ACA, COBRA, HIPAA, FMLA, and related federal, state, and local requirements.
• Oversee audits, regulatory reporting, plan filings, governance activities, controls, and documentation standards that protect the organization and employees.
• Partner with Legal and Compliance teams to assess regulatory changes and implement required program modifications.

Vendor Management & Financial Stewardship

• Lead strategy and negotiations with brokers, consultants, carriers, TPAs, wellness providers, and retirement partners.
• Manage vendor performance through formal service standards, scorecards, and governance reviews.
• Develop and oversee benefits and wellness budgets and provide financial analysis supporting benefit plan decisions.
• Balance employee value, market competitiveness, and organizational cost management objectives.

Leadership & Stakeholder Partnership

• Lead and develop a high-performing team responsible for benefits administration, leave administration, time off management, retirement programs, and employee support programs.
• Serve as a trusted advisor to HR leadership and senior business leaders on benefits strategy, employee experience, compliance, risk management, and integration priorities.
• Build strong cross-functional partnerships across Finance, Payroll, Legal, HR Technology, Shared Services, vendors, and business functions to drive accountability, service excellence, and continuous improvement.

Qualifications:

Qualifications

Required

• Bachelor's degree in Human Resources, Business Administration, Finance, or related field.
• 10+ years of progressive benefits leadership experience, including enterprise-level responsibility.
• Experience leading benefits strategy and administration in a multi-site, multi-state, or multi-brand environment.
• Deep expertise in health and welfare benefits, retirement plans, leave administration, and time off programs.
• Experience leading acquisitions, integrations, harmonization efforts, or large-scale program transformations.
• Strong understanding of ERISA, ACA, COBRA, HIPAA, FMLA, 401(k) plan governance, and related regulations.
• Demonstrated success leading teams, influencing senior leaders, and managing complex vendor relationships.

Preferred

• Experience within retail, hospitality, restaurant, convenience retail, distribution, or other large frontline workforce environments.
• CEBS, CBP, SHRM-SCP, SPHR, or related certification.
• Experience with Workday or comparable HR technology platforms.
• Experience supporting multiple legal entities or branded organizations under a shared services model.

All qualified applicants will receive consideration for employment with RaceTrac without regard to their race, national origin, religion, age, color, sex, sexual orientation, gender identity, disability, or protected veteran status, or any other characteristic protected by local, state, or federal laws, rules, or regulations.