Mutual Opportunities

Head of Worksite Service Delivery
Springfield, Massachusetts; Boston, Massachusetts
Thank you to our employees for voting us one of the top places to work in Massachusetts for five consecutive years!
Overview
A career with us means you’ll work alongside exceptional people and be empowered to reach your professional and personal goals. Our employees are at the foundation of what enables MassMutual to deliver on our purpose to help people secure their futures and protect the ones they love.
We embrace the idea that we all are stronger and better through our support for one another. We strive to create a culture where employees feel valued and are celebrated for who they are.


“Since our founding in 1851, mutuality has put our policyowners at the center of everything we do. At our core, we’re a company of people helping people in their time of need, and that spirit extends to the culture we’ve built at our company. Our employees support and rely on each other each day, collaborating to deliver the best solutions for our customers and help millions more secure their future and protect the ones they love.”
Job Description
Position Summary:
Reporting to the Head of Worksite Customer Experience, the Head of Worksite Service Delivery will lead the strategic transformation of Worksite Voluntary Benefits client service. This role will be responsible for the delivery and direct oversight of the domestic based day-to-day executive benefit products (EGL & DI) operations. Serve as the main point of contact for our TPA relationships. Will work in collaboration with a third-party administrator, including claims and billing processing, call center operations, mailroom management, and policy administration to manage the Voluntary Benefits service delivery for Worksite. Will also work in conjunction with MassMutual’s Global Business Services team to align on strategic initiatives.
Responsibilities:
The successful candidate will be a recognized industry leader with a strong background in technology, operations and a proven track record of leading business transformation, with a focus on customer experience, and optimizing service offerings.
Strategy & Execution – Build Worksite Operations & Client Services Technology & Delivery Roadmap, including sourcing and partnerships. Develop Customer journey maps. Define KPIs and SLAs.
Project Planning and Execution – Develop comprehensive project plans, including timelines, milestones and resource allocation. Coordinate and lead cross-functional teams to execute project deliverables. Ensure projects are completed on time, within scope, and within budget.
Financial Acumen- understand and effectively manage financial aspects of the global operations infrastructure and how it supports the overall business profitability
Strategic direction/governance- critical ability to align business unit objectives with the actions of partners to ensure mutual success. Clear communication of business goals and performance metrics, ensuring that they understand the broader strategy and their role within it. Establishment of governance structure and enforcing contract to manage risks and drive continuous improvement. Foster collaboration and transparency.
Engagement Management – Serves as the primary point of contact between the organization and our third-party administrator(s). Build and maintain strong relationships with key stakeholders, including internal teams (Technology, Operations, Program Management, Business Enablement, Training & Communication) and external partners.
Operational Oversight & Risk Management – Apply operational expertise to implement and monitor quality control measures and risk mitigation strategies to ensure the highest standards of client services and operations delivery. Manage budget and finances for our TPA relationships. Work to streamline processes and improve efficiency. Monitor and analyze project performance, identify areas for improvement, and implement necessary changes.
Project Execution- manage projects of various sizes from strategy to execution. Structured approach to planning and oversight achieving designed objectives. Delivery of projects on time, within budget with desired outcomes.
Reporting and Documentation – Facilitate effective communication to ensure alignment and address any issues. Implement key stakeholders’ executive communication.
Vendor Due Diligence and Contract Management- Collaborate with legal and procurement teams to incorporate business & governance requirements into vendor contracts and agreements.
Executive Level Communication- Ability to communicate effectively with senior leaders within an organization. Concise, data driven focus approach to help influence decisions and secure buy in.
Leadership – provides direction, coaches, develops, and retains an engaged, high performing team. Ensures team members have the resources needed to meet business objectives.
Required Qualifications:
15+ years of overall CX/Operations experience in the Financial and Insurance Services Industry.
MBA or other relevant advanced degree strongly preferred.
Proven experience working with a third-party administrator in a global geographical footprint
Large scale, cultural, organizational, process and platform transformation experience
Strong understanding of insurance operations, including claims processing, underwriting and policy administration
Experience in implementing and managing business engagements, running due diligence, defining terms of relationship, governance structure and continuous improvements expectations.
Strong understanding of all stakeholders’ roles – Business & Technology Architect, Service Delivery Lead, Digital Lead, Vendor & Project Management,
Should possess knowledge of advisor/customer experience tools.
Required Skills:
Strategic thinking and vision with excellent problem-solving abilities
Customer focused mindset with a lean towards leveraging digital capabilities
History of building relationships with key stakeholders, engage and influence
Exceptional communication, influencing and relationship-building skills. Achieves alignment with ability to overcome resistance
Strong organizational/people leadership experience, leading teams of various sizes through growth and change.
Talent identification and experience in building effective cross-functional teams
Ability to work independently in a fast-paced environment as well as lead and manage teams and multiple projects simultaneously, while adapting to changing priorities
Detail-oriented with a focus on delivering high-quality results
Remain up to date on industry trends and best practices.
#LI-LS1
MassMutual is an Equal Employment Opportunity employer Minority/Female/Sexual Orientation/Gender Identity/Individual with Disability/Protected Veteran. We welcome all persons to apply. Note: Veterans are welcome to apply, regardless of their discharge status.If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
MassMutual will accept applications on an ongoing basis until such time as a candidate has been offered employment. The job description includes the main duties of this position, which may evolve over time. You may be required to perform other duties not listed.
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment.
Salary Range: $163,900.00-$215,000.00
Hiring Process
Explore
Explore our open jobs by clicking 'search jobs' to find a position that aligns with your experience and skills. You may also consider joining our Talent Network.
Apply
Click the “apply” button on that job posting to complete and submit your application. Your application will be reviewed by a recruiter, which, due to the volume of applications received, may take some time as we carefully consider each application.
Screen
After your application has been reviewed, if you meet the qualifications for the role, a recruiter will reach out to you to start a conversation.
Interview
If you are invited for an interview, you will be scheduled to meet with the hiring manager and hiring team.
Offer
If you are extended an offer to join MassMutual and accept, your start will be contingent upon a satisfactory background check.
Hire
If you accept the offer, we will be so excited to welcome you to the MassMutual community!
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
By the numbers*
- 88% of employee respondents say they are proud to work at MassMutual
-
90
% of employee respondents say they feel encouraged to bring forth new ideas - 86% of employee respondents say MassMutual cares about and supports the well-being of their employees
*Source: 2024 MassMutual employee engagement survey

Award-Winning Culture
MassMutual is guided by a single purpose: We help people secure their future and protect the ones they love. As a company operated for the benefit of our members and participating policyowners, we are defined by mutuality and our vision to provide financial well-being for all Americans. It’s more than our company structure — it’s our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources and rely on each other when it counts.
We strive to embrace diversity in every sense, focusing on building a thriving community where everyone is valued, included, and feels that they belong.
At MassMutual, we Live Mutual.

How We Work
MassMutual’s flexible workplace approach combines the importance of connecting in person and the flexibility of working remotely. Our hybrid model puts collaboration first with employees coming in at least three days per week to our spectacular campus settings and also enjoying the flexibility of remote Fridays, company-wide remote weeks, and a bank of flexible remote weeks to use throughout the year.
Benefits for the whole you (and your loved ones)
There’s more to your life than your job and there’s more to your aspirations than a paycheck. We take a holistic view of compensation and benefits that provides the flexibility to create a healthy balance in your life for work, family, and community. We offer the benefits you’d expect, like medical, dental, 401(k), and generous vacation time, but we also offer ones you might not expect, like three paid days for volunteering, a $1,250 annual Well-Being Wallet, and up to 320 hours of caregiver leave.
Explore some of our offerings below. Benefit details can be found here.
Why MassMutual?
Kevin
Compliance Consultant
Seth
Service Management Consultant
Kymberly
Head of Experience Journey Mapping
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