Director, Supplemental Benefits Strategy – Transformation

This is a fully remote position, open to applicants in New York.

📋 Description

• Lead high-priority strategic and transformation projects spanning various supplemental benefits, vendors, and enterprise functions.

• Break down complex or unclear business challenges into hypotheses, analyses, workstreams, deliverables, responsibilities, milestones, and decisions.

• Create recommendations and actionable roadmaps that incorporate financial, operational, member, competitive, regulatory, and vendor viewpoints.

• Evaluate regulatory changes and guide cross-functional response teams through the implementation process.

• Formulate portfolio and vendor strategies, multi-year roadmaps, business cases, and opportunities for optimization.

• Revamp the Supplemental Benefits operating model, encompassing governance, decision rights, and management routines.

• Establish repeatable vendor implementation and performance governance capabilities.

• Generate executive reporting, analytics, and decision support capabilities.

• Redesign disjointed, manual, or inconsistent processes.

• Transition mature capabilities to Shared Services Operations, benefit owners, or other accountable teams.

• Build and lead a new Strategy & Transformation team consisting of approximately 4–5 professionals.

• Recruit, nurture, coach, and retain a high-performing workforce.

• Manage a dynamic portfolio of initiatives and allocate team capacity based on business and member impact.

⛳️ Requirements

• Bachelor’s Degree.

• 8+ years of progressive experience in management consulting, corporate strategy, enterprise transformation, healthcare strategy/operations, or similar roles addressing complex business challenges.

• 2+ years of experience in leading and developing high-performing teams.

• Significant experience in Medicare Advantage, managed care, or related healthcare services industries.

• Proven experience operating in complex regulated environments.

• Demonstrated ability to independently lead intricate, cross-functional initiatives from problem definition through implementation, adoption, and measurable outcomes.

• Capability to structure ambiguous problems and create fact-based recommendations.

• Strong analytical and financial skills, including business case development and assessment.

• Exceptional skills in executive communication.

• Ability to influence senior leaders and align cross-functional stakeholders without direct authority.

• Competence to operate effectively in a highly matrixed, rapidly evolving, and regulated environment.

🏝️ Benefits

• Bonus incentive plan based on company and/or individual performance.

• Medical, dental, and vision benefits.

• 401(k) retirement savings plan.

• Paid time off.

• Company and personal holidays.

• Paid parental and caregiver leave.

• Short-term and long-term disability.

• Life insurance.

• Flexible work location options, including the possibility of fully remote work from any US location.

• Approximately 10–15% travel.