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Senior Manager, Strategic Initiatives Lead - Healthcare

CVS Health

Boston, MAFull-time$83–183K/yrSeen 3w agoSeen in employer's feed 5 days ago

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At a glance

Compensation
$83–183K/yr
Location
Boston, MA
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Requirements

Credentials this posting asks for.

HIPAAHITECHBachelor's degree

Job overview

The Strategic Initiatives Lead advances Medicare Technology strategy and its operating model across technology teams and Aetna lines of business. The role strengthens vendor management, AI enablement operations, and expense management while establishing shared processes and routines. It also leads cross-functional initiatives, advises leadership with recommendations and progress updates, and supports efficient execution as the organization grows.

Skills & qualifications

RequiredNice to have

Skills

Healthcare SystemsTechnology PlatformsRegulatory FrameworksCross-Functional LeadershipComplex Initiative ManagementCommunicationAnalytical SkillsLeadershipProject ManagementProduct-Oriented ThinkingHealthcare Strategy

Qualifications

7+ Years Healthcare IT, Strategy, or Digital Transformation ExperienceHIPAAHITECHBachelor's in Healthcare Administration, IT, Business, or RelatedMaster's DegreeLarge Company Experience

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Paid Time Off
401(k) Match

Full 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 Strategic Initiatives Lead advances the Medicare Technology strategy and operating model by working horizontally across technology teams, technology solutions, and coordinating with other Lines of Business within Aetna. As this technology team grows, the role will improve efficiency, consistency, and transparency while strengthening Vendor Management, AI Enablement Operations, and Operating & Capital Expense Management.

This leader connects priorities, establishes common processes and management routines and drives initiatives that improve execution and enable Medicare Technology to scale. Success requires strong cross-functional leadership and partnership with Product, Engineering, Procurement, Security, Finance, Legal, Compliance, and business stakeholders.

Key Responsibilities

  • Continuously work to improve the Medicare Technology operating model by establishing common processes, governance, decision rights, operating rhythms, and performance measures that enable teams to work efficiently as the organization grows and scales.

  • Own Medicare Technology vendor operations, including vendor inventory, evaluation, onboarding, performance, renewals, risk, and value realization; partner with Product teams to ensure clear ownership, knowledge transfer, and operational handoff after onboarding.

  • Partner with AI Enablement to administer the AI portfolio management capability and manage use-case intake, qualification, prioritization, status tracking, governance workflows, and progression from idea through production.

  • Oversee operating and capital expense planning and management for assigned portfolios, including forecasting, budget tracking, variance analysis, and coordination with Finance and initiative owners.

  • Lead horizontal initiatives across Medicare Technology, such as defining virtual private cloud strategy and operating models, connecting priorities, managing interdependencies, resolving blockers, and improving end-to-end delivery across organizational boundaries.

  • Partner with Ventures and other stakeholders to establish consistent vendor evaluation and decision models, and align with Procurement to simplify processes and accelerate onboarding of new vendors.

  • Serve as a strategic advisor to Medicare Technology leadership by assessing trends, synthesizing insights, and presenting clear recommendations, tradeoffs, and progress updates.

Required Qualifications

  • 7+ years of experience in healthcare IT, strategic planning, or digital transformation.

  • Strong understanding of healthcare systems, technology platforms and regulatory frameworks (e.g., HIPAA, HITECH).

  • Proven ability to lead cross-functional teams and manage complex initiatives.

  • Excellent communication, analytical, and leadership skills

Preferred Qualifications

  • A project management background

  • Product oriented thinking

  • Experience working in a large company environment

  • Strategy experience in healthcare

Education

  • Bachelor’s degree in Healthcare Administration, Information Technology, Business, or related field (Master’s preferred).

Pay Range

The typical pay range for this role is:

$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.

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 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 and on Benefits Moments (https://learn.bswift.com/cvshealth-mainland) .

We anticipate the application window for this opening will close on: 11/30/2026

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.

How this job compares

Set against the 10,760 open Program Management jobs on Olive Jobs, counted November 9, 2026.

Pay
  • This posting$83–183K/yr
  • Massachusetts median$120–194K/yr297 salary ranges
  • US median$126–202K/yr8,116 salary ranges

This range's midpoint, $133K, is 15% below the Massachusetts median midpoint ($157K) — in the middle half of Program Management salary ranges in Massachusetts.

Openings
Olive Jobs lists 365 open Program Management jobs in Massachusetts and 10,760 across the US. 5% of them nationwide are listed as remote or flexible.
Hiring the most in Massachusetts
Experience
This posting asks for at least 7 years of experience; Program Management postings that state a minimum ask for 7 years at the median (9,175 postings).
Education
This posting asks for a bachelor's degree; 3,904 of the 10,760 open Program Management jobs (36%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 9, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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