Lead Director, Strategic Planning – Proposals

CVS Health

. Design and maintain a Medicaid proposal governance model defining decision rights, escalation paths, roles, and accountabilities .

Posted 11/4/2026full-timeRemote • United StatesSenior💰 $100,000 - $231,540 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in strategic business planning and governance within a highly regulated healthcare environment, with a focus on translating strategic objectives into actionable plans and measurable outcomes. Proficient in leading cross-functional initiatives and developing executive-level presentations to drive decision-making.

Highest-signal resume keywords

Strategic Business PlanningProject Management Office (PMO)Data VisualizationExecutive-Level PresentationsHealthcare Governance Processes

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Analytical CapabilitiesDecision-Making SkillsProblem SolvingStrategic PlanningKPI Development

Soft Skills

MentoringCollaborationCommunicationGrowth MindsetFacilitation

Tools & Technologies

Microsoft Office

Industry Keywords

MedicaidHealthcareRegulatory ComplianceCross-Functional TeamsGovernance Model

About the role

Key responsibilities & impact

Design and maintain a Medicaid proposal governance model defining decision rights, escalation paths, roles, and accountabilities
Establish and facilitate governance forums with clear charters, cadence, and outcomes
Support the Medicaid Proposals management process by preparing strategic business reviews, facilitating discussions, and capturing decisions and actions
Lead annual and multi-year strategic planning cycles, including development of strategic pillars and prioritized initiatives
Partner with business leaders to articulate strategic intent, value propositions, growth opportunities, and competitive positioning
Translate high-level strategy into actionable roadmaps, milestones, and dependencies across teams
Partner with senior leaders to translate strategic objectives into measurable goals, KPIs, and execution plans
Ensure financial, regulatory, and operational considerations are incorporated into governance decisions
Standardize ways of working to reduce ambiguity, rework, and misalignment across cross-functional teams
Guide junior colleagues through consultation and mentoring and provide functional matrix supervision

Requirements

What you’ll need

A minimum of 10 years of experience working in a highly regulated healthcare environment
A minimum of 3 years of relevant experience in Strategic Business Planning and/or Project Management Office (PMO) functions
Strong analytical capabilities and ability to synthesize complex information into clear, actionable strategic insights
Extensive experience partnering with senior executives and leading cross-functional planning initiatives
Demonstrated success developing executive-level presentations and dashboards for senior leadership audiences
Direct experience with Aetna/CVS Health management and governance processes
Strong visual design, data visualization and storytelling skills preferred
Strong proficiency with Microsoft Office tools preferred
Mastery of problem solving and decision-making skills preferred
Mastery of growth mindset skills preferred
Ability to travel up to 25% as business needs require
Bachelor’s degree preferred or a combination of education and work experience

Benefits

Comp & perks

CVS Health bonus, commission or short-term incentive program
Award target in the company’s equity award program
Medical coverage
Dental coverage
Vision coverage
Paid time off
Retirement savings options
Wellness programs
Other resources supporting physical, emotional, and financial well-being, based on eligibility