Lead Director, Strategic Planning, Proposals

CVS Health•New York, CT

2d•$100,000 - $231,540

About The Position

The Lead Director, Strategic Planning, Proposals designs and maintains a Medicaid proposal governance model and leads annual and multi-year strategic planning cycles. The role facilitates the development, implementation, and ongoing improvement of a management and governance framework that promotes strategic alignment, accountability, transparency, and effective decision-making across the Medicaid proposal organization. It establishes operating rhythms, governance forums, and management processes so priorities are executed efficiently, risks are managed proactively, and outcomes are measurable and aligned with enterprise goals. The position acts independently to address issues, guide direction, and provide analysis for planning initiatives. It also guides and mentors junior colleagues and provides functional (matrix) supervision. The role partners with business and senior leaders to shape strategic intent, value propositions, growth opportunities, competitive positioning, measurable goals, KPIs, and execution plans. It translates strategy into actionable roadmaps, milestones, and cross-team dependencies, while ensuring financial, regulatory, and operational considerations inform governance decisions. The position also standardizes ways of working to reduce ambiguity, rework, and misalignment across cross-functional teams. Travel of up to 25% may be required as business needs require. The position is full-time and eligible for a comprehensive benefits package, including medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility. The listed pay range is $100,000 to $231,540. The role is also eligible for a CVS Health bonus, commission or short-term incentive program, and an award target in the company’s equity award program.

Requirements

At least 10 years of experience working in a highly regulated healthcare environment.
At least 3 years of relevant experience in Strategic Business Planning and/or Project Management Office (PMO) functions.
Strong analytical capabilities and a proven 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.

Nice To Haves

Strong visual design, data visualization, and storytelling skills.
Strong proficiency with Microsoft Office tools to build systems and collaborative environments that drive productivity.
Mastery of problem-solving and decision-making skills.
Mastery of growth mindset skills, including agility and developing yourself and others.
Bachelor's degree preferred, or a combination of education and work experience.

Responsibilities

Design and maintain a Medicaid proposal governance model that defines decision rights, escalation paths, roles, and accountabilities.
Establish and facilitate governance forums, such as leadership reviews and operating committees, with clear charters, cadence, and outcomes.
Support Medicaid Proposals management processes 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 and mentor junior colleagues in techniques and processes, and provide functional (matrix) supervision.
Act independently to address issues, guide direction, and provide analysis for planning initiatives.