Skip to main contentA logo with &quat;the muse&quat; in dark blue text.

Health and Welfare Core Recordkeeping Squad Leader

AT Fidelity Investments
Fidelity Investments

Health and Welfare Core Recordkeeping Squad Leader

Boston, MA

Job Description:

SQUAD LEADER

The Role

As a Health & Welfare Core Record Keeping Squad Leader, you blend benefits administration knowledge, leadership, and product development experience with a passion for creating customer value and delivering results. As the product owner you are the end-to-end gatekeeper of the squad mission, strategy, and tactical execution associated with delivering on strategic priorities. In an agile structure, you will partner with other Fidelity leaders to influence the broader strategic decisions, roadmaps and resource requirements, set and refine the mission, and bring together a team of chapter members to execute on specific product features and ensure respective products or services are available, stable, performant and supported when required. You will ensure alignment on the "what" and "when" work is to be performed through ongoing planning and prioritization of a product backlog. You will enable squad members to work iteratively, innovate through testing and experimentation and learn from failures while celebrating success. You are committed to developing your own expertise and knowledge to ensure you bring the latest thinking to your role.

Want more jobs like this?

Get jobs delivered to your inbox every week.

Select a location
By signing up, you agree to our Terms of Service & Privacy Policy.


  • Providing leadership for one or a small set of squads in alignment with the overall product area strategy
  • Defining, refining, and communicating the squads' mission and roadmap to motivate and build team and partner support and alignment
  • Making decisions that can impact business results with guidance from leaders. Anticipating, discovering through ongoing interaction with, and prioritizing client / partner needs to serve as their voice and guide execution of the team
  • Measuring performance against established objectives and KPI's that deliver on agreed upon business, technology, and people results
  • Defining, evaluating, and communicating results against acceptance criteria. Engages with stakeholders regularly to monitor and share progress.
  • Inspecting and evaluating progress, and removing impediments
  • Collaborating and coordinating with Chapter Leaders and Scrum Masters to build squad capacity and capability and enabling squad member growth, development and learning
  • Making informed trade-off decisions to strike the right balance between quality, cost, and timelines
  • Maintaining an understanding of client and market needs, preferences, and priorities

The Expertise and Skills You Bring

  • Bachelor's degree required; Master's degree preferred
  • Scrum Product Owner Certification (CSPO) and/or Certified Employee Benefit Specialist (CEBS) or similar designations are a plus
  • 7+ years in agile, product management, technology and/or business
  • At least 5 years' experience in the Health & Welfare or similar benefits outsourced administration services business;
  • Experience designing, developing and maintaining dynamic products and solutions
  • Financial services and/or benefits administration experience, including familiarity with the regulatory environment, preferred
  • Agile experience
  • Jira and Jira Align experience preferred
  • You take a data-focused approach to understanding customer needs, translate strategic objectives into action, and prioritize to improve value delivered
  • You grasp sophisticated product features and break them into clear and concise stories with well-defined business value and acceptance criteria and optimally communicate these
  • You have a strong focus on execution and identify, communicate and remove impediments to progress
  • You are capable of leading, influencing, and motivating colleagues without formal authority, and have a track record of building high-performing teams
  • You continuously improve and encourage an agile way of working
  • You establish and maintain unquestioning relationships as you work collaboratively across Fidelity to deliver business outcomes and seek out the expertise of colleagues to advise on your approach
  • You are intellectually curious and model a culture of continuous learning, mentoring and coaching
  • You have or are committed to developing a balance of technology and non-technology skills in order to fully appreciate the broad needs of our customers
  • You possess strong business/technical knowledge related to core record keeping services related to event data processing and employee communications, as well as a working knowledge of regulatory items affecting Health & Welfare administration.

The Team

You work in partnership with the Health & Welfare administration offering and platform Product Area Leader, other Squad Leaders, Scrum Master, and Chapter Leaders aligned to your squad. By demonstrating and promoting Fidelity and agile leadership behaviors, you sustain and evolve our innovative agile culture. You will work within a large and evolving product offering, development, and support program, including numerous interdependent Agile squads.

Certifications:

Company Overview

Fidelity Investments is a privately held company with a mission to strengthen the financial well-being of our clients. We help people invest and plan for their future. We assist companies and non-profit organizations in delivering benefits to their employees. And we provide institutions and independent advisors with investment and technology solutions to help invest their own clients' money.

Join Us

At Fidelity, you'll find endless opportunities to build a meaningful career that positively impacts peoples' lives, including yours. You can take advantage of flexible benefits that support you through every stage of your career, empowering you to thrive at work and at home. Honored with a Glassdoor Employees' Choice Award, we have been recognized by our employees as a top 10 Best Place to Work in 2024. And you don't need a finance background to succeed at Fidelity-we offer a range of opportunities for learning so you can build the career you've always imagined.

Fidelity's hybrid working model blends the best of both onsite and offsite work experiences. Working onsite is important for our business strategy and our culture. We also value the benefits that working offsite offers associates. Most hybrid roles require associates to work onsite all business days of every other week in a Fidelity office.

At Fidelity, we value honesty, integrity, and the safety of our associates and customers within a heavily regulated industry. Certain roles may require candidates to go through a preliminary credit check during the screening process. Candidates who are presented with a Fidelity offer will need to go through a background investigation, detailed in this document, and may be asked to provide additional documentation as requested. This investigation includes but is not limited to a criminal, civil litigations and regulatory review, employment, education, and credit review (role dependent). These investigations will account for 7 years or more of history, depending on the role. Where permitted by federal or state law, Fidelity will also conduct a pre-employment drug screen, which will review for the following substances: Amphetamines, THC (marijuana), cocaine, opiates, phencyclidine.

We invite you to Find Your Fidelity at fidelitycareers.com.

Fidelity Investments is an equal opportunity employer. We believe that the most effective way to attract, develop and retain a diverse workforce is to build an enduring culture of inclusion and belonging.

Fidelity will reasonably accommodate applicants with disabilities who need adjustments to participate in the application or interview process. To initiate a request for an accommodation, contact the HR Accommodation Team by sending an email to accommodations@fmr.com.

Client-provided location(s): Boston, MA, USA; Smithfield, RI, USA; Merrimack, NH, USA; Westlake, TX, USA; Covington, KY, USA
Job ID: Fidelity-2101850
Employment Type: Other

Perks and Benefits

  • Health and Wellness

    • Health Insurance
    • Dental Insurance
    • Vision Insurance
    • Life Insurance
    • Short-Term Disability
    • Long-Term Disability
    • FSA
    • HSA
    • HSA With Employer Contribution
    • Fitness Subsidies
    • On-Site Gym
    • Pet Insurance
    • Mental Health Benefits
    • Virtual Fitness Classes
  • Parental Benefits

    • Birth Parent or Maternity Leave
    • Non-Birth Parent or Paternity Leave
    • Fertility Benefits
    • Adoption Assistance Program
    • Family Support Resources
    • Adoption Leave
  • Work Flexibility

    • Flexible Work Hours
    • Remote Work Opportunities
    • Hybrid Work Opportunities
  • Office Life and Perks

    • Commuter Benefits Program
    • Casual Dress
    • Snacks
    • Company Outings
    • On-Site Cafeteria
    • Holiday Events
  • Vacation and Time Off

    • Paid Vacation
    • Paid Holidays
    • Personal/Sick Days
    • Leave of Absence
  • Financial and Retirement

    • 401(K)
    • 401(K) With Company Matching
    • Company Equity
    • Performance Bonus
    • Relocation Assistance
    • Financial Counseling
    • Profit Sharing
  • Professional Development

    • Tuition Reimbursement
    • Promote From Within
    • Mentor Program
    • Shadowing Opportunities
    • Access to Online Courses
    • Lunch and Learns
    • Internship Program
    • Work Visa Sponsorship
    • Leadership Training Program
    • Associate or Rotational Training Program

Company Videos

Hear directly from employees about what it is like to work at Fidelity Investments.