Director, Supplemental Benefits Strategy – Transformation

Humana

. Lead the highest-priority strategic and transformation initiatives across multiple supplemental benefits, vendors, and enterprise functions .

Posted 10/7/2026full-timeRemote • New York • United StatesLead💰 $201,600 - $277,200 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading strategic initiatives and transformation projects within the healthcare sector, with a strong focus on regulatory compliance, financial analysis, and team development. Proven ability to structure complex problems, develop actionable recommendations, and influence stakeholders across various functions.

Highest-signal resume keywords

Healthcare Strategy/OperationsCross-Functional Initiative LeadershipRegulatory Compliance ExperienceExecutive Communication SkillsTeam Development and Leadership

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Business Case DevelopmentFinancial AcumenAnalytical SkillsPortfolio Strategy DevelopmentProcess RedesignVendor ManagementTransformation Initiative ExecutionDecision Support CapabilitiesOperational OptimizationGovernance Framework Development

Soft Skills

Influencing Senior LeadersStakeholder AlignmentCoaching and MentoringProblem StructuringAdaptability in Complex Environments

Certifications & Qualifications

Bachelor's Degree

Industry Keywords

Medicare AdvantageManaged CareSupplemental BenefitsEnterprise TransformationHealthcare ServicesRegulated EnvironmentsStrategic InitiativesCross-Functional TeamsDynamic Portfolio ManagementPerformance Governance

About the role

Key responsibilities & impact

Lead the highest-priority strategic and transformation initiatives across multiple supplemental benefits, vendors, and enterprise functions
Structure complex or ambiguous business problems into hypotheses, analyses, workstreams, deliverables, ownership, milestones, and decisions
Develop recommendations and executable roadmaps integrating financial, operational, member, competitive, regulatory, and vendor perspectives
Assess regulatory changes and lead cross-functional response teams through implementation
Develop portfolio and vendor strategies, multi-year roadmaps, business cases, and optimization opportunities
Transform the Supplemental Benefits operating model, including governance, decision rights, and management routines
Establish repeatable vendor implementation and performance-governance capabilities
Develop executive reporting, analytics, and decision-support capabilities
Redesign fragmented, 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 of approximately 4–5 professionals
Recruit, develop, coach, and retain high-performing talent
Manage a dynamic portfolio of initiatives and allocate team capacity against business and member impact

Requirements

What you’ll need

Bachelor's Degree
8+ years of progressive experience within management consulting, corporate strategy, enterprise transformation, healthcare strategy/operations, and/or comparable roles solving complex business problems
2+ years leading and developing high-performing teams
Meaningful experience within Medicare Advantage, managed care, or closely related healthcare services industries
Experience operating in complex regulated environments
Experience independently leading complex, cross-functional initiatives from problem definition through implementation, adoption, and measurable results
Ability to structure ambiguous problems and develop fact-based recommendations
Strong analytical and financial acumen, including business case development and evaluation
Exceptional executive communication skills
Ability to influence senior leaders and align cross-functional stakeholders without direct authority
Ability to operate effectively in a highly matrixed, rapidly changing, and regulated environment