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Mutual Opportunities

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Director, Enrollment Technology Strategy & Execution

Springfield, Massachusetts; Boston, Massachusetts; New York, New York
Job Category Technology ID R18919
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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.

People working together
Roger Crandall
Roger CrandallCEO
“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

The Opportunity

As the Director of Enrollment Technology Strategy and Execution, you will lead the development and implementation of our long-term approach to enable a more efficient and effective enrollment technology eco-system, leading to improved results by leveraging both people and technology. You will achieve this by collaborating with internal partners to streamline processes and interactions; support new business development; achieve enrollment results; and facilitate product growth within existing clients. This individual will ensure the high-quality execution and leadership of technology supported business processes, data management, and systems management. Also, the individual will manage a team of people responsible for EDI production and producer support.

The Team

The Worksite Insurance business is growing as we aim to reach middle class workers in support of the company’s vision to provide financial well-being to all Americans. Worksite has achieved success in recent years distributing our Group Voluntary and Executive products through our multi-channel distribution relationships. In addition to your team members, you will work closely with members of the Enrollment Platform Solutions, New Business Implementation and Account Management teams.

The Impact:

As the Director of Enrollment Technology Strategy and Execution, your responsibilities will include but are not limited to the following:

  • Develop the Enrollment Technology strategy of the future to support the ongoing growth and expansion of our Voluntary Worksite Benefits business while making it easier for our distribution partners and customers to work with us.

  • Provide Strategic direction for enrollment technology and associated ben-tech solutions

  • Serve as the key resource on all-things enrollment technology and related processes.

  • Act as an enrollment solutions thought partner with distribution, service and operations.

  • Partner with enterprise technology teams on development of technology integrations between ben tech solutions and policy administration systems.

  • Align with distribution on strategic enrollment platforms and ben tech options to maximize distribution opportunities

  • Embrace a culture of continuous improvement across the team and across the enrollment value stream

  • Ownership of end-to-end processing of enrollment data from enrollment platforms to administration platforms along with associated SLAs, data management, error management, continuous improvement and metrics.

  • Manage the EDI team, including development of performance metrics that the team will be measured against.

  • Ensure the team analyzes and develop specifications for EDI enhancements, automation and improvements.

  • Oversee the production support of existing EDI partners.

  • Manage the production environment and proactively prioritize, communicate, and resolve any EDI process or system issues.

  • Use access to data and personal observation to identify potential process improvement opportunities to enhance the efficiency of the EDI processes. 

  • Direct cross-functional work, as needed, to improve processing timelines and success rates for processing of enrollments and associated demographic data through to certificate issuance.

The Minimum Qualifications

  • 8+ years of Strategic Leadership experience, with a focus on enrollment platform technology and processes, product integrations, file formats, audit/test file feeds in combination with at least 2+ years of leading & managing people

  • 2+ years of Insurance Industry experience with a focus on Insurance benefits and/or Group and Worksite benefits industry, competitors, products and services

The Ideal Qualifications

  • Demonstrated ability to work cross-functionally to reconcile competing priorities while meeting organizational objectives

  • Ability to interact with all levels of centers of influence both internally and externally (Benefits Producers/Enrollment Firms, key relationships, Committees/Trustees, etc.)

  • Advanced written and verbal communications skills

  • Decision making based on sound financial principles and knows when to engage with others to inform the decision (e.g. manager, peers, customers)

  • Demonstrates forward thinking; looking ahead to anticipate problems, and considers future impact of actions

What to Expect as Part of MassMutual and the Team

  • Regular meetings with the Enrollment Technology teams

  • Focused one-on-one meetings with your manager

  • Networking opportunities including access to Asian, Hispanic/Latinx, African American, women, LGBTQIA+, veteran and disability-focused Business Resource Groups

  • Access to learning content on Degreed and other informational platforms

  • Your ethics and integrity will be valued by a company with a strong and stable ethical business with industry leading pay and benefits

#LI-RS1

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.
EEO Statement (Opens in new window)

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: $134,400.00-$176,400.00
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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

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 build a thriving community where everyone is valued, included, and feels that they belong.

At MassMutual, we Live Mutual.

How We Work

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.

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Paid Time Off

  • In addition to generous vacation time, paid holidays, and flexible holidays, MassMutual offers 'take care' time to care for yourself or someone you love—whether for physical illness or mental health.
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Health & Well-Being

In addition to top-line medical and dental coverage, personalized mental health solutions, on-site and virtual health coaching, and much more, MassMutual reimburses employees up to $1,250 per year for eligible expenses supporting mental, physical, and financial well-being.

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Financial Well-Being

In addition to competitive salaries and bonuses, educational assistance programs, and much more, MassMutual offers up to a 10% total 401(k) benefit, consisting of a 5% company match and a 5% annual contribution.

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Taking Care

MassMutual offers generous maternity and parental leaves, as well as bereavement leave to mourn the loss of a loved one (and the employee defines 'loved one'). In addition, we offer up to 320 hours of caregiver leave to help employees support loved ones in times of need.

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Giving Back

MassMutual offers three paid days for employees to volunteer with eligible nonprofits of their choice, and the MassMutual Foundation matches employee donation dollars to eligible nonprofit organizations up to $5,000 annually.

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Commuter Benefits

MassMutual offers a Qualified Commuter Program through which eligible employees can pay qualified workplace commuting expenses with before-tax dollars, as well as a commuter wallet option for employees based at Boston and NYC campuses.

Why MassMutual?

Kevin

Compliance Consultant

Seth

Service Management Consultant

Kymberly

Head of Experience Journey Mapping

where we work

Springfield Office

Springfield Office

1295 State Street, Springfield, MA

Boston Office

Boston Office

10 Fan Pier Blvd, Boston, MA

New York Office

New York Office

2 Park Ave,
New York, NY

Virtual

Virtual

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