Clera - Your AI talent agent
LoginStart
Start
CH
CVS Health

Senior Manager, HR Retirement

full-time•Wellesley, Northbrook•$82k - $182k

Summary

Location

Wellesley, Northbrook

Salary

$82k - $182k

Type

full-time

Experience

10+ years

Company links

WebsiteLinkedInLinkedIn

About this role

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.

Position Summary:

Sr Manager, HR Retirement & Benefits is a mixed role that supports the HR Retirement and Health & Welfare benefit teams in two critical areas; investment operations and benefit compliance. Benefit plans include retirement plans, health, and welfare (H&W), voluntary employee benefit associations (VEBA’s), multiple employer welfare arrangements (MEWA’s), wellbeing plans and other benefit programs offered to CVS Health colleagues.

Specific duties include, but are not limited to:

401(k) Plan Investment Operations

  • Manage qualified defined contribution plan investment administrative operations between the trustee, investment advisor(s), consultants and recordkeeper for fiduciary oversight, investment changes and related issues including preparing directives, reconciling of monthly asset statements, managing day-to-day investment issues and reviewing manager invoices; (Note: this role does not interact with investment managers, rather it supports the execution and operations of investment transactions with and among the various vendor banks, trustees, recordkeepers, consultants & technology specialists) and internal stakeholder teams.
  • Coordinate with the independent investment advisors and vendors to ensure smooth operations and optimize workflow of investment activity needs.
  • Assist in fiduciary oversight matters, including support of Investment Subcommittee meetings.
  • Manage and facilitate investment related contracting between vendors and the plans in partnership with internal ERISA legal teams and outside counsel including but not limited to learning about Investment Management Agreements (IMA’s) and creating a process to review and validate all documentation (e.g., Form ADV updates, SSAE 16/SOC 1, proxy voting policies, etc.).
  • Interact and liaise as needed with various internal and external stakeholders to communicate complex investment structures/transactions effectively.
  • Continually analyze, review, and improve the working processes and controls of the execution of investment related transactions and matters impacting the 401(k) plans.
  • Familiar with ERISA, internal and external audit, including Form 5500, audited financial statements is a plus to assist with investment reporting and reconciliation as needed, including support of 11-k filing needs and participant communication needs (e.g., fund changes)

Benefit Compliance

This is both a strategy and hands on role. The Sr Manager will manage, execute, and report on the compliance obligations and needs of CVS Health HR Benefit teams. 

Duties include:

  • Monitor regulatory changes and their impact on benefit compliance obligations
  • Enact practices to ensure adherence for regulatory obligations associated with the HR Benefit programs and recommend enhance to processes or services related to HR Benefit compliance efforts with ERISA, IRS, DOL and various state mandates
  • Create efficiencies and identify opportunities to continuously improve the overall HR Benefit compliance experience for stakeholders;
  • Serve as a strategic partner for the business and as a subject matter expert on HR benefit compliance matters and documenting process.
  • Interact with CVS Health legal team on regulatory, M&A, and privacy matters
  • Provide oversight, adherence, and delivery of regulatory obligations, for the H&W, VEBA, MEWA, wellbeing and retirement plans (areas include external reporting (11-K), federal and state tax filings (Form 5500, 8955-SSA, M-1, etc.), participant communications (401(a)(5), SARs, etc.), internal controls (SOX), external controls (SOC1, SOC2), external standards (GAAP) and controlling documents (plan documents, SPDs, SMMs, etc.)
  • Serve as a subject matter expert on cross functional mergers, acquisitions, and divestitures teams as needed

Required Qualifications:

  • 7+ years plus functional experience with employee benefit plans in one or more areas (Retirement, Investments, Audit, Finance)
  • Concrete knowledge of plan operations, administration, and compliance of retirement plans
  • Demonstrated organizational skills and attention to detail required.
  • Experience with numbers and investments

Preferred Qualifications:

  • Experience with back office investment operations or Health and Welfare compliance obligations
  • Experience with numbers and investments
  • Ability to work independently in a fast-paced environment
  • Ability to collaborate with executives and colleagues at all levels
  • Knowledge of finance, quantitative and analytical skills strongly preferred
  • Strong MS Office skills
  • Excellent written and oral communication skills

Education:

Bachelor's degree preferred in Finance, Business, or related fields.

Equivalent years of relevant work experience may substitute

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 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: 01/18/2026

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

What you'll do

  • The Senior Manager, HR Retirement & Benefits will manage investment operations and benefit compliance for CVS Health's HR Benefit teams. This includes overseeing 401(k) plan investment operations and ensuring adherence to regulatory compliance obligations.

About CVS Health

CVS Health is the leading health solutions company, delivering care like no one else can. We reach more people and improve the health of communities across America through our local presence, digital channels and over 300,000 dedicated colleagues. Wherever and whenever people need us, we help them with their health – whether that’s managing chronic diseases, staying compliant with their medications or accessing affordable health and wellness services in the most convenient ways. We help people navigate the health care system – and their personal health care – by simplifying health care one person, one family and one community at a time. Follow @CVSHealth on social media.

Ready to join CVS Health?

Take the next step in your career journey

Frequently Asked Questions

What does CVS Health pay for a Senior Manager, HR Retirement?

Toggle
CVS Health offers a competitive compensation package for the Senior Manager, HR Retirement role. The salary range is USD 83k - 183k per year. Apply through Clera to learn more about the full compensation details.

What does a Senior Manager, HR Retirement do at CVS Health?

Toggle
As a Senior Manager, HR Retirement at CVS Health, you will: the Senior Manager, HR Retirement & Benefits will manage investment operations and benefit compliance for CVS Health's HR Benefit teams. This includes overseeing 401(k) plan investment operations and ensuring adherence to regulatory compliance obligations..

Is the Senior Manager, HR Retirement position at CVS Health remote?

Toggle
The Senior Manager, HR Retirement position at CVS Health is based in Wellesley, Massachusetts, United States and Northbrook, Illinois, United States. Contact the company through Clera for specific work arrangement details.

How do I apply for the Senior Manager, HR Retirement position at CVS Health?

Toggle
You can apply for the Senior Manager, HR Retirement position at CVS Healthdirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.
Clera - Your AI talent agent
© 2026 Clera Labs, Inc.TermsPrivacyHelp

Join Clera's Talent Pool

Get matched with similar opportunities at top startups

This role is hosted on CVS Health's careers site.
Join our talent pool first to get notified about similar roles that match your profile.