Together We Talent

Director of Benefits

Together We Talent  •  $166k - $248k/yr  •  United States (Hybrid)  •  18 days ago
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Job Description


Director of Benefits


McLean, VA | Hybrid | Full-Time | $166,000 – $248,000
Financial Services


We are seeking a
Director of Benefits

to lead the strategy, design, and execution of a comprehensive, enterprise-wide benefits program within a large, complex organization.


This is a senior leadership role responsible for shaping a
competitive, cost-effective benefits strategy

while ensuring operational excellence, compliance, and a strong employee experience.


Position Overview


The Director of Benefits will define and execute the organization’s benefits strategy, overseeing plan design, vendor partnerships, compliance, and administration. This role partners closely with senior HR leadership and executive stakeholders to align benefits programs with broader business and talent objectives.


The ideal candidate brings deep expertise in
benefits strategy, large-scale program management, and team leadership

, along with the ability to balance strategic vision and operational execution.


Key Responsibilities


Benefits Strategy & Design


• Develop and execute a long-term benefits strategy aligned with business and talent priorities
• Evaluate workforce data, utilization trends, and market benchmarks to inform plan design
• Recommend benefit investments and enhancements to senior leadership


Vendor Strategy & Management


• Lead vendor selection and partnership strategy across medical, retirement, and ancillary benefits
• Negotiate contracts and manage vendor performance to optimize cost and service delivery
• Drive innovation through strategic vendor relationships


Operational Excellence


• Oversee benefits administration and ensure seamless delivery across the organization
• Manage benefits budget, forecasting, and financial performance
• Lead annual enrollment strategy and execution with high employee engagement


Compliance & Governance


• Ensure compliance with all applicable regulations including ERISA, ACA, COBRA, and HIPAA
• Maintain governance frameworks to support consistent and compliant plan administration
• Mitigate risk through proactive oversight and internal controls


Leadership & Stakeholder Engagement


• Lead and develop a high-performing benefits team
• Serve as a trusted advisor to senior leadership (CHRO, CFO, executive team)
• Drive cross-functional collaboration across HR, Finance, and external partners
• Represent the organization in industry forums and thought leadership initiatives


Requirements


Required Qualifications


• Bachelor’s degree in Human Resources, Business, or related field
• 15+ years of experience in employee benefits
• 7–10+ years of experience leading benefits strategy, design, and administration in large organizations
• Proven experience managing vendor selection, contract negotiation, and performance
• Strong leadership experience with the ability to build and develop high-performing teams
• Deep knowledge of benefits regulations (ERISA, ACA, COBRA, HIPAA)
• Strong analytical and financial management skills
• Excellent executive-level communication and influencing skills


Preferred Qualifications


• CEBS or similar professional certification
• Experience with self-insured health plans and claims analytics
• Experience supporting retiree medical and actuarial valuation processes
• Experience in large, complex, enterprise environments (5,000+ employees)
Together We Talent

About Together We Talent

Together We Talent is a full-service staffing agency built by and for values-driven professionals. Powered by the members of The Collective, we connect mission-aligned organizations with exceptional, culture-centered talent.

Our services span executive search, temporary and contract staffing, and fractional placements — with a focus on agility, equity, and results. We specialize in supporting nonprofits, professional services, healthcare, media, and impact-driven businesses across Washington DC, NYC, Raleigh-Durham, and other high-growth metros.

Whether you're scaling a team or looking for your next opportunity, Together We Talent delivers staffing with intention — and talent with impact.

Industry
HR & Recruiting
Company Size
Unknown
Headquarters
Washington, District of Columbia
Year Founded
2010
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