Benefits and Well-being Director

The Cigna Group

. Oversee the design, administration, and execution of health, welfare, and time away programs .

Posted 9/15/2026full-timeSt. Louis • Missouri • United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in developing and executing benefits strategies, managing complex health and welfare programs, and ensuring compliance with regulatory requirements. Proven ability to lead high-performing teams and influence senior leaders through effective communication and stakeholder management.

Highest-signal resume keywords

Employee Benefits ManagementBenefits Strategy DevelopmentFinancial ManagementVendor ManagementRegulatory Compliance

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Health and Welfare ProgramsBenefits Financial ManagementBudgetingForecastingCost ManagementBusiness Case DevelopmentBenefits ComplianceProgram EvaluationData AnalysisMergers and Acquisitions

Soft Skills

LeadershipCommunicationPresentationStakeholder ManagementProblem Solving

Industry Keywords

Total RewardsEmployee ExperienceOperational EffectivenessRisk ManagementGlobal BenefitsExpatriate ProgramsRetiree BenefitsEnterprise TransformationsContinuous ImprovementGovernance Reporting

About the role

Key responsibilities & impact

Oversee the design, administration, and execution of health, welfare, and time away programs
Develop and execute a multi-year benefits strategy aligned with enterprise, workforce, and talent priorities
Lead a complex health, welfare, and time away portfolio
Evaluate program performance using financial, utilization, market, and employee experience data
Build business cases and recommendations balancing employee experience, affordability, operational effectiveness, and risk management
Partner with Legal, HR, Operations, business leaders, and internal product teams on strategy, investments, governance, pilots, and new solutions
Assess emerging trends, technologies, and solutions that enhance employee well-being and organizational performance
Lead benefits-related activities for mergers, acquisitions, divestitures, and other enterprise transformations
Oversee annual enrollment strategy and execution
Establish and manage vendor partnerships, including selection, contracting, performance management, and continuous improvement
Ensure compliance with applicable benefits regulations and requirements
Lead executive, Board, and governance reporting
Develop and execute benefit communication strategies
Resolve complex or high-impact issues and implement sustainable improvements
Build, coach, and develop a high-performing team

Requirements

What you’ll need

Minimum 10 years of progressive experience in employee benefits, total rewards, or health and welfare programs, including leadership of complex enterprise initiatives
Minimum 5 years of experience leading benefits strategy and plan design within a mid-sized to large or complex organization
Deep knowledge of U.S. health and welfare programs and working knowledge of global benefits considerations
Experience influencing senior leaders and presenting recommendations that drive business decisions
Experience supporting global benefits programs, expatriate programs, retiree benefits, mergers and acquisitions, or large-scale benefits transformations
Strong expertise in benefits financial management, including budgeting, forecasting, cost management, and business case development
Experience managing benefits vendors, strategic partnerships, and contractual relationships
Working knowledge of benefits compliance and regulatory requirements
Demonstrated ability to lead through ambiguity, solve complex challenges, and drive strategic initiatives from concept through execution
Proven people leadership experience with a track record of developing high-performing teams
Exceptional communication, presentation, and stakeholder management skills
If working at home occasionally or permanently, internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload