Posted:
8/21/2025, 7:11:12 AM
Location(s):
Connecticut, United States
Experience Level(s):
Senior
Field(s):
Finance & Banking
At CVS Health, we’re building a world of health around every consumer and surrounding ourselves with dedicated colleagues who are passionate about transforming health care.
As the nation’s leading health solutions company, we reach millions of Americans through our local presence, digital channels and more than 300,000 purpose-driven colleagues – caring for people where, when and how they choose in a way that is uniquely more connected, more convenient and more compassionate. And we do it all with heart, each and every day.
We are seeking a strategic and technically grounded leader to oversee a specialized team focused on ensuring the modernization and resiliency of Medicare sales related systems. This role will guide a cross-functional group of subject matter experts and assume long-term ownership of engagement rhythms, stakeholder alignment, and operational readiness across sales systems and enrollment related processes. The ideal candidate will bring deep experience in software development environments, operational reliability, and team leadership, with the ability to drive alignment across business, technology, and compliance domains.
- 8+ years of experience in software development, systems engineering, or technical program delivery
- Proven leadership in managing cross-functional technical teams
- Experience supporting operational readiness and resiliency in enterprise environments
- Ability to coordinate across infrastructure, architecture, compliance, and observability domains
- Excellent communication and stakeholder engagement skills
- Strong understanding of Medicare enrollment cycles and CMS compliance requirements
- Experience with contact center technologies and enrollment workflows
- Familiarity with reliability engineering practices and performance monitoring
- Background in healthcare technology or regulated environments
- Experience leading readiness efforts for future-focused initiatives
- Bachelor’s degree required
- Master’s degree preferred
Pay Range
The typical pay range for this role is:
$130,295.00 - $260,590.00
This pay range 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.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:
Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.
For more information, visit https://jobs.cvshealth.com/us/en/benefits
We anticipate the application window for this opening will close on: 10/31/2025Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Website: https://cvshealth.com/
Headquarter Location: Woonsocket, Rhode Island, United States
Employee Count: 10001+
Year Founded: 1963
IPO Status: Public
Last Funding Type: Post-IPO Equity
Industries: Health Care ⋅ Medical ⋅ Pharmaceutical ⋅ Retail ⋅ Sales