Senior Manager, Medicare Strategic Program Management

CVS Health; Chicago (IL); On-site; USD 82,000 - 183,000; Full time

Benefits offered by this job

Medical, dental, and vision coverage

Paid time off

Retirement savings options

Job summary

CVS Health is searching for a program/project leader to guide high-impact initiatives in Chicago. This role involves leading multi-year programs, fostering accountability, and maintaining clear communication with teams and stakeholders.

Candidates should have 8–10 years of relevant experience, strong analytical and problem-solving skills, and the ability to motivate and influence teams. The position offers a competitive salary range of $82,940.00 - $182,549.00 and comprehensive benefits.

Qualifications

• 8–10 years of project/program management experience with increasing scope and complexity.
• Ability to lead change initiatives that improve performance and outcomes.
• Strong written and verbal communication skills.

Responsibilities

• Lead multiple initiatives in parallel, creating shared clarity.
• Guide multi-year, large-scale programs from concept through implementation.
• Monitor progress against milestones and build value-based metrics.

Skills

Project management

Leadership

Communication

Analytical skills

Problem-solving

Education

Bachelor’s degree or equivalent work experience

Tools

Monday.com

Job description

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

Position Summary

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.

How you’ll make an impact

• 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

You'll also contribute by

• 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

Required Qualifications

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

Preferred Qualifications

• 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

Education

Bachelor’s degree or equivalent work experience

Pay Range

The typical pay range for this role is $82,940.00 - $182,549.00. This represents the base hourly rate or base annual full‑time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short‑term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families. This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Equal Opportunity Statement

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

CVS Health is an equal opportunity/affirmative action employer, including Disability/Protected Veteran — committed to diversity in the workplace.