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Oak St. Health

Senior Manager, Supplemental Benefits growth

woonsocket, RI

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Job description

Position Summary

The Supplemental Benefits and Directed Spend Team is one of the fastest-growing business units across CVS, operating at the intersection of retail and healthcare. This role will own and drive key engagement and activation strategies, translating business priorities into scalable, high-impact member experiences.

The Sr. Manager will operate with a high degree of autonomy, leading end-to-end execution of engagement initiatives, identifying opportunities to improve performance, and influencing cross-functional partners to deliver results. This role is accountable for driving measurable outcomes across activation, engagement, and program adoption, while helping shape the roadmap and long-term engagement strategy.

Key Responsibilities

Own and evolve execution of the Deals & Engagement Engine, identifying opportunities to improve visibility, relevance, and performance

Lead development and execution of engagement and activation strategies across Medicare, FSA/HSA, and Employer segments

Drive cross-functional alignment with Product, Marketing, and Analytics to influence experience enhancements across rewards, search, and shopping journeys

Own personalization and targeting initiatives, defining strategy and ensuring execution delivers measurable improvements in conversion and engagement

Define, track, and act on KPIs, proactively identifying performance drivers, risks, and optimization opportunities

Own delivery of measurable financial and engagement outcomes, driving quantifiable lifts in conversion, member spend, and program adoption

Lead cross-functional initiatives end-to-end, removing blockers and driving accountability across Product, Marketing, Analytics, and Operations

Translate insights into action, prioritizing opportunities and influencing stakeholders to implement improvements

Develop and scale best practices, building playbooks and repeatable processes to improve engagement performance over time

Provide mentorship and leadership, raising the bar for execution excellence

Required Qualifications

5–8 years' experience in product, digital engagement, analytics, or related strategy roles

Demonstrated ability to own initiatives end-to-end and drive measurable business outcomes

Strong analytical mindset with ability to independently identify opportunities and prioritize actions

Proven ability to influence cross-functional teams without direct authority

Strong communication skills with ability to synthesize and present insights

Bachelor's degree

Preferred Qualifications

Background in personalization, targeting, or lifecycle marketing

Omni-channel retail, healthcare, or fintech experience

Advanced degree preferred

Pay Range: $82,940.00 - $182,549.00

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.

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.

Additional details about available benefits are provided during the application process.

Worksite address

woonsocket, RI, 02895, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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