Lead Director, Medicare Strategic Program Management

CVS Health•Chicago, IL

3d•$100,000 - $231,540

About The Position

The Medicare Strategic PMO is looking for an experienced program/project leader who enjoys bringing people together to deliver meaningful outcomes. You’ll help guide high-impact, highly visible initiatives—and you’ll do it with partners across the organization who value clarity, collaboration, and follow-through. If you’re energized by complex work and care about how teams work together, this is a great opportunity to make a difference. The Lead Director, Project Program Management, will lead a cross-functional team to deliver large, complex strategic initiatives across the Medicare Organization. In a matrix environment, you’ll create alignment across teams, support project/program managers, and partner closely with stakeholders to shape practical, end-to-end strategies and solutions that work for the people doing the work and the members we serve.

Requirements

Proven success leading large-scale initiatives in a matrix organization, with a collaborative approach
8–10 years of project/program management experience with increasing scope and complexity
Ability to achieve results through others by motivating, coaching, and influencing with respect
Strong written and verbal communication skills, with comfort presenting to varied audiences in a clear, approachable way
Strong analytical and problem-solving skills, with a practical, solutions-oriented mindset
Ability to lead change initiatives that improve performance and outcomes while bringing people along the journey

Nice To Haves

Familiarity with Medicare and/or other government programs
Familiarity with project management tools such as Monday.com or similar platforms.
Knowledge of IT delivery methodologies and ways of working
PMP designation is a plus
Bachelor’s degree or equivalent work experience

Responsibilities

Lead multiple initiatives in parallel, creating shared clarity so teams stay aligned and supported
Guide multi-year, large-scale programs from concept through implementation, mitigate risks, partnering closely with teams along the way
Put strong program practices in place (schedules, metrics, reporting, tracking, communication plan and financial management) so teams can plan confidently and execute smoothly
Monitor progress against milestones and build value-based metrics and analysis to celebrate wins and course-correct early when needed
Deliver results by meeting milestones and commitments while fostering a culture of accountability and partnership
Setting strategic direction for complex programs and helping teams navigate ambiguity with confidence and clarity
Building thoughtful budgets and resource plans so the right people and support are in place at the right time
Partnering with stakeholders early and often—listening first, aligning on priorities, and using influence to move work forward
Creating clear, executive-ready updates that help leaders understand progress, risks, and decisions needed
Working side-by-side with Technology teams to deliver complex initiatives end-to-end