Sr. Director, Health Plan and Benefits

Company Description

You may know us as FIJI Water, POM Wonderful, Justin Wine, Teleflora and Halos Citrus, but we’re all Wonderful – and we have a great opportunity for a Sr. Director, Health Plan and Benefits. We’re looking to make the world a healthier place through an uncompromising commitment to the well-being of our employees and their families. We foster a collaborative workforce that encourages an entrepreneurial spirit and openness to change.

The Sr. Director, Health Plan and Benefits serves as the strategic leader responsible for the design, delivery, governance, and continuous improvement of The Wonderful Company’s benefits and wellness programs, including a large, complex self funded health plan covering more than 10,000 members as well global policies for employees in 25+ countries.  We operate an innovative model for employees and families in California’s Central Valley built around a network of integrated primary care clinics and are constantly evaluating ways to further expand this model.  This leader ensures programs are financially sustainable, market competitive, operationally excellent, and aligned with business goals, employee needs, and organizational values.

This role drives strategy across a diverse set of businesses and acts as a trusted advisor to executives. The Sr. Director partners closely with the Chief Medical Officer, Total Rewards leadership, HR, IT, Payroll, and external partners to optimize plan performance, enhance employee experience, and strengthen our ability to attract and retain top talent.

This position will be based at our West Los Angeles, CA office. We work a hybrid schedule with an in-office requirement Monday-Wednesday and the option to work remotely on Thursday and Friday.

Job Description

Benefits Strategy & Program Leadership

• Lead strategy, design, implementation, and ongoing management of all employee benefit programs, including medical, dental, vision, pharmacy, life, disability, wellness, and other ancillary benefits.
• Drive innovation in healthcare delivery and benefits offerings, including evaluating and implementing direct contracting opportunities with providers in key regions.
• Develop and execute a multi‑year benefits strategy that aligns with organizational goals, cost‑management strategies, and employee value propositions.
• Manage global benefits for our international employees in 25+ countries
• Partner with the Chief Medical Officer to evaluate population health trends and make data‑driven recommendations.

Financial Management & Cost Stewardship

• Own the financial strategy and performance of the self‑funded health plans, including budgeting, forecasting, reserve analysis, and annual rate setting.
• Conduct financial modeling for health plan initiatives, wellness programs, vendor proposals, and plan design changes.
• Evaluate and recommend funding strategies such as stop‑loss optimization, captives, and alternative risk arrangements.

Governance, Compliance & Risk Management

• Lead fiduciary oversight activities and adherence to ERISA requirements.
• Manage plan documentation, including Summary Plan Descriptions, amendments, SBCs, 1095‑C reporting, and annual Form 5500 filings.
• Oversee compliance with federal, state, and local benefits laws (such as: ACA, HIPAA, COBRA, FMLA, Section 125, MHPAEA, etc.).
• Maintain audit readiness and mitigate compliance risks through proactive monitoring and internal controls.

Vendor, Broker & Partner Management

• Lead vendor strategy, including selection, negotiation, performance management, and continuous improvement across carriers, TPAs, PBMs, wellness vendors, and consultants.
• Conduct and manage RFPs for major programs ensuring service quality, cost competitiveness, and alignment with benefit strategy.
• Establish and monitor vendor SLAs, KPIs, and scorecards to ensure high‑quality service delivery.

Benefits Technology & Operations

• Oversee benefits administration platforms, HRIS integrations, and related systems to ensure accurate, efficient, and user‑friendly employee experience.
• Lead the Open Enrollment process, including system configuration, testing, communications, and post‑implementation analysis.
• Evaluate and implement new technologies.

Employee Experience, Communications & Change Management

• Lead comprehensive benefits communication strategies that ensure clarity, accessibility, and high engagement across diverse employee populations.
• Develop manager and employee training, educational materials, and year‑round communication campaigns.
• Ensure programs support health equity, inclusion, and accessibility.