Director, Regulatory Compliance Specialist, Management

Shape the Future of Benefits at SSP America

At SSP America, benefits are how we invest in the wellbeing of our people and their families.

We are seeking a strategic, analytically minded Director of Benefits
to lead the design, governance, administration, and continuous improvement of our employee benefits and retirement programs across the United States and Canada. Reporting to the Vice President, People, this leader will build and execute a benefits strategy that is compliant, competitive, cost effective, and aligned with workforce engagement, employee wellbeing, and talent attraction and retention.

This is an ideal opportunity for a leader who enjoys shaping program strategy, managing vendor partnerships, using data to control cost and improve outcomes, and building a team that delivers an exceptional employee experience.

As the Director of Benefits
, you will serve as SSP America's subject matter expert and strategic advisor for health and welfare plans, retirement programs, and wellness initiatives.

Key responsibilities include:

• Developing and executing the organization's employee benefits and retirement strategy, ensuring alignment with company goals, workforce needs, and market competitiveness.
• Directing the administration, governance, and optimization of health, welfare, retirement, leave, wellness, and ancillary benefit programs across the U.S. and Canada.
• Overseeing retirement programs, including 401(k), defined contribution, and other retirement plans, with accountability for fiduciary governance, compliance, employee engagement, and vendor performance.
• Leading vendor selection, contract negotiations, service level agreements, and ongoing relationship management with brokers, consultants, third-party administrators, retirement providers, and insurance carriers.
• Ensuring compliance with federal, state, provincial, and local regulations, including ERISA, ACA, HIPAA, COBRA, IRS and DOL requirements, and retirement plan governance standards, along with benefits audits, regulatory filings, and annual disclosures.
• Partnering with Finance on annual benefits budgets, financial forecasts, reserve planning, and cost containment strategies.
• Analyzing benefits utilization, claims experience, demographic trends, and market data to identify program enhancements, operational efficiencies, and return on investment.
• Leading annual open enrollment strategy, education, communication, and implementation, and ensuring accurate administration of enrollments, eligibility rules, retirement contributions, payroll interfaces, and HRIS processes.
• Leading and mentoring the Benefits team, serving as the senior escalation point for complex benefits and retirement matters affecting employees, leaders, HR partners, and union stakeholders, and providing leadership during mergers, acquisitions, and organizational change.
• Building a culture of accountability, service excellence, innovation, and continuous improvement aligned with SSP America's Core Values of Ownership, Teamwork, Curiosity, and Passion.

We're looking for a leader who pairs deep technical benefits expertise with financial acumen and a passion for improving employee wellbeing.

• Minimum of 8 years of progressive experience in employee benefits and retirement administration, including strategic plan design, vendor management, compliance, and program leadership.
• Minimum of 3 years of leadership experience managing teams.
• Extensive experience overseeing retirement plans, including fiduciary governance, plan administration, retirement compliance requirements, and vendor oversight.
• Demonstrated experience developing and implementing benefits strategies that balance employee experience, compliance, and financial stewardship.
• Advanced knowledge of ERISA, ACA, HIPAA, COBRA, IRS regulations, retirement plan governance, fiduciary responsibilities, and related employment laws.
• Strong analytical and financial acumen, with experience managing benefits budgets, forecasting costs, evaluating claims trends, and presenting recommendations to executive leadership.
• Proven ability to negotiate vendor agreements and manage complex third-party relationships.
• Exceptional communication, presentation, influencing, and relationship management skills, including the ability to partner with executive leadership on strategic recommendations.
• Advanced proficiency with HRIS platforms, benefits administration systems, retirement plan administration tools, and Microsoft Office…