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Regional Underwriting Director - South Central

Charlotte, North Carolina; Tampa, Florida; Minneapolis, Minnesota; Philadelphia, Pennsylvania; Richmond, Virginia; New York, New York; Des Moines, Iowa; Atlanta, Georgia; Houston, Texas; Columbus, Ohio; Boston, Massachusetts; Omaha, Nebraska; Charleston, South Carolina; Trenton, New Jersey
Job Category Underwriting ID R21054
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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

As a Regional Underwriting Director, you will lead a dynamic group of underwriters in support of MassMutual’s underwriting strategy. In this leadership role, you will foster a culture where team members feel inspired, engaged, and motivated to deliver high-quality underwriting decisions within established time standards. You will provide supervisory leadership, underwriting expertise, and effective daily work distribution to help the team operate efficiently and consistently. You will also serve as a mentor and coach, offering meaningful feedback that strengthens team members’ skills, confidence, and overall quality.

The Team

The team consists of underwriters specializing in risk assessment to underwriting outcome and field communication. This includes a diverse mix of both early-career and seasoned professionals, collectively contributing to the team's success. The underwriting challenge, involving decisions with potentially limited information, demanding a blend of analytical thinking, adaptability, and collaboration.

The Impact

As the Regional Underwriting Director, you will play a multifaceted role with a significant impact on the team and overall corporate strategy. You will be key in the acquisition, retention, and development of underwriting talent. Your responsibilities will include overseeing your team’s daily underwriting operations, ensuring adherence to service level agreements, underwriting process guidelines, and delivering optimal underwriting decisions. You will collaborate with fellow directors within and outside of the core underwriting organization to ensure work volumes are balanced effectively across the teams as capacity allows. Additionally, the team will support other teams and regions as capacity allows, creating valuable development opportunities that help team members continue to grow and advance in their careers. You will develop and maintain key relationships with agents, advisors, and other firm staff to resolve escalations, discrepancies, or risk related concerns. You will be instrumental in identifying and developing individual talents within the team, creating opportunities for mentorship, training, and skills enhancement. You will work to foster a “best offer first” mentality, and a collaborative, customer-focused environment. This will align with MassMutual's corporate strategy of achieving consistency in underwriting decisions, as well as building up underwriting skills that are reflected in high-quality review scores, as well as expanded underwriting approval authorities.

The Minimum Qualifications:

  • Bachelor's Degree or 5+ years of professional work experience 

  • 5+ years of life insurance underwriting experience

  • 2+ years demonstrating informal leadership by guiding, coaching, and supporting colleagues

  • Ability to travel as needed (estimated 10-15%) 

  • Minimum established approval authority of $5 million

The Ideal Qualifications: 

• People management experience

• Preferred completion of continuing education certificate or education program: FALU, FLMI, CLU, MBA etc.

• Strong understanding of operational and performance metrics as well as a proven ability to leverage data to make management decisions

• Excellent presentation and communication skills with a customer-focused mindset

• Commitment to professional development: adaptable to change; open to both receiving and providing feedback in a constructive manner; makes changes in behavior based on feedback and/or experience

• Excellent interpersonal and soft skills to effectively engage with internal and external partners and stakeholders

• Ability to multitask, prioritize work, and adapt to a changing environment

• Willingness to embrace technology and innovation

• Proven success in collaborating with other areas such as training, quality assessment, compliance, and other partners

• A leader who is willing to roll up their sleeves and jump into production if necessary

• Knowledge of underwriting processes, including an understanding of the roles of underwriting rules, data models, data compiling and interpretation, slippage, and algorithmic underwriting

• Ability to foresee future impacts and communicate effectively

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

#LI-SB1

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

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10 Fan Pier Blvd, Boston, MA

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