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Director of Disability Underwriting – Large Case Unit

Remote - US
Job Category Underwriting ID R20900
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Overview

At MassMutual, you’ll join a collaborative and forward-thinking team of underwriters from various backgrounds and areas of product expertise, who are motivated to shape the underwriting landscape. We combine ongoing digital transformation and robust risk-assessment with an enduring commitment to being a leading customer-centric company.

As a team, we are dedicated to inclusivity. We show courage and professionalism when advocating for projects that move the business forward and present healthy challenges to the status quo. As a company, we take a holistic and flexible approach to compensation and benefits. In short, we never settle for yesterday’s great things being our greatest.

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John Rugel Head of Operations
“At MassMutual, our culture embraces the power of collaboration and forward-thinking. Our underwriters, from different backgrounds and product areas, come together in their drive to shape the experience for our field partners. This emphasis on culture and field experience means that, on our team, accountability, agility, relationship skills, and strong business acumen are vital. Most importantly, we put our policyowners, clients, financial professionals, and employees at the center of everything we do.”

Job Description

The Opportunity

MassMutual is establishing a dedicated Disability Underwriting Large Case Unit (LCU) to manage the organization’s most complex, high-value disability cases. We are seeking a Director of Disability Underwriting – Large Case Unit to lead this specialized team. This is a “player-coach” leadership role, combining hands-on underwriting expertise with day-to-day leadership, enabling strong risk discipline, execution, and advisor partnership. This role will be focused on our growing business from our top MassMutual's Financial Advisors and Brokers. Your focus will be to create a culture focused on concierge service for our largest Disability cases and top advisors, while maintaining a strong risk culture.

You will be accountable to assist the Head of Disability Underwriting and New Business to establish and drive the strategic direction of Disability Underwriting and New Business operations. You will operationalize our strategy and implement solutions to improve underwriter, producer/advisor/financial professional, and customer experience.

You will demonstrate accountability, agility, a dedication to being inclusive, a strong business acumen, and will show courage, even in the most difficult situations. You will have strong communication skills, exhibit a passion for learning, show strong leadership traits, resilience, and self-awareness.

The Team

Each day, our team of Large Case Underwriters focus on high-complexity disability cases.  They act a as senior underwriting partners to advisors, producers, and field leadership and provide support in positioning complex cases and navigating underwriting decisions. To ensure we are best positioned to do so, the Disability Underwriting Large Case Unit is guided by the following principles:

  • Cultivate a culture centered on risk discipline, accountability, collaboration and knowledge sharing.

  • Balance risk selection and business outcomes

  • Maintain focus on long-term portfolio health over individual case pressure

The Impact

You will lead an underwriting team comprised of large disability cases, highly experienced underwriters that will support our field partners across multiple geographic locations.

  • Foster a culture aligned to our purpose, values and strategy and role-model our values and behaviors in all that you do.

  • Lead the Disability Large Case Unit underwriting team, providing efficient, proactive and exceptional service experience to our field offices and advisors, while ensuring staffing and variable capacity meet growing demands.

  • Strive to improve the organization's proficiency and professionalism through continuing education and various development efforts. Assume full ownership/accountability of underwriting decisions within your approval authority, including responding to escalations within your authority.

  • Collaborate with the Head of Disability Underwriting and New Business, as well as the Head Disability Underwriter, to challenge the status quo and bring the organization forward in its approach to all aspects of their roles. This priority will ensure risk selection excellence while the organization drives to sustainable and material improvement to operations costs, quality, and cycle-time.  This aligns with the broader strategy of MassMutual (e.g., ease of doing business for producers/customers and efficient cost base).

  • Oversee workflow management for large-case segmentation, including case routing and prioritization.

  • Implement and monitor key performance metrics, and establish methods to appropriately monitor against targets.

  • Drive improved outcomes in placement ratios, advisor satisfaction and Ease of doing business.

  • Maintain competitive awareness through participation in industry events and associations, study groups, etc.

  • Lead and/or participating in various strategic initiatives that drive the organization toward our long-term strategic goals.

The Minimum Qualifications 

  • Minimum Disability Underwriting Authority limit of $15k per month or greater at MassMutual or equivalent at other carrier

  • 10+ years of Disability Underwriting experience

  • 2+ years experience demonstrating informal leadership by guiding, coaching, and supporting colleagues in their day-to-day work

The Ideal Qualifications 

  • Experience overseeing a team of underwriters, providing day-to-day leadership, coaching, and support to ensure accurate risk assessment and timely case processing

  • College degree, or equivalent years of experience, preferred

  • Industry designations/education (FALU, FLMI, CLU) preferred

  • Demonstrated knowledge of all aspects of disability risk selection (medical, financial and occupational)

  • Experience working with different distribution channels

  • Strong knowledge of product and pricing to prudently manage morbidity

  • Data-driven mindset with the ability to analyze, dissect, gather, and interpret all facets of data related to the business

  • Medical terminology acumen with the ability to make sound risk decisions based on medical data

  • Highly skilled in identifying the latest trends within the disability insurance industry, analyzing the competitive environment and identifying opportunities and areas for success.

  • Proven ability to interact and collaborate effectively with others; viewed by peers, Home Office associates, field associates and underwriting management as a trusted partner

  • Proven experience leading projects, including impactful strategic level initiatives

What You Can Expect at MassMutual 

MassMutual offers the opportunity to do meaningful work within a purpose-driven organization that values long-term impact over short-term outcomes.

In this role, you can expect: 

Clear areas of ownership and accountability, with work that connects directly to company and customer outcomes 

A collaborative environment where perspectives are welcomed 

Access to learning, development, and internal networks that support continuous growth and skill-building over time

Employee-led communities and forums that foster connection, learning, and inclusion across the organization

A culture grounded in integrity, responsibility, and stewardship—supported by a company with a strong legacy and a future-focused mindset

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MassMutual is an equal employment opportunity employer. We welcome all persons to apply.

If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.

California residents: For detailed information about your rights under the California Consumer Privacy Act (CCPA), please visit our California Consumer Privacy Act Disclosures page.

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: $144,800-$190,000
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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*

  • 85% of employee respondents say they are proud to work at MassMutual
  • 90
    %
    of employee respondents say the work they do at MassMutual is meaningful
  • 85% of employee respondents say they feel encouraged to come up with new and better ways of doing things

*Source: 2025 MassMutual employee engagement survey

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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.

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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.

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.

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.

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.

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.

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?

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where we work

Springfield Office

Springfield Office

1295 State Street, Springfield, MA

Boston Office

10 Fan Pier Blvd, Boston, MA

New York Office

2 Park Ave,
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