Mutual Opportunities
Underwriter Trainee
Springfield, Massachusetts
Thank you to our employees for voting us one of the top places to work in Massachusetts for seven consecutive years!
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.
“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
Life Underwriting Training Program
Location: 100% Remote / Virtual (U.S. based)
Start Date: 6/1/2026
The Opportunity
At MassMutual, we are investing in the future of underwriting by developing the next generation of underwriting talent. As part of our continued growth and commitment to excellence, we are launching a Life Underwriting Training Program designed to equip high‑potential individuals with the skills, knowledge, and experience to become successful Life Underwriters.
If you are analytical, curious, and motivated by the opportunity to help individuals and families protect what matters most, this role offers a clear and supported pathway into a rewarding underwriting career.
Why This Opportunity
Structured, cohort‑based underwriting training program
Clear progression path toward Life Underwriter authority
Hands‑on learning with experienced underwriters and mentors
Exposure to both traditional and accelerated underwriting environments
Collaborative, people‑first culture focused on learning and development
The Team
MassMutual’s underwriting organization plays a critical role in delivering on our promise to customers and advisors. We are a collaborative, customer‑focused team that balances strong risk management with innovative underwriting solutions.
We partner closely with advisors and internal teams to ensure thoughtful, consistent, and high‑quality underwriting decisions.
The Impact
As an Underwriter Trainee you will participate in a comprehensive training and development program designed to build foundational underwriting knowledge and prepare you to assess Life insurance risk.
You will learn how to evaluate applications, analyze medical and financial risk factors, support underwriting decisions, and develop strong analytical and communication skills aligned to MassMutual’s underwriting standards.
Key responsibilities include, but are not limited to:
Learn to evaluate mortality risk using applications, medical data, and related reports
Develop foundational knowledge in medical, financial, and lay underwriting; support cases up to $1M
Learn and apply accelerated underwriting pathways (no‑touch, lite‑touch, traditional)
Clearly document underwriting rationale and meet quality, service, and production milestones
Partner with managers, mentors, and internal teams to resolve case questions and escalations
Communicate clearly and professionally while contributing to a collaborative team environment
Training Program Overview
10–12 weeks of virtual classroom training (Start Date – 6/1)
1 week of in‑person training at the Springfield, MA campus (Monday 9/14 – Friday, 9/18)
Industry Education Requirements
LOMA 281 & 291 (within 7 months of hire)
ALU 101 (within the first calendar year)
Medical terminology coursework
Ongoing participation in underwriting learning sessions
Minimum Qualifications
High school diploma or equivalent
3+ years of professional work experience
1+ years experience working in a fast-paced or changing environment where priorities, processes, or expectations may shift
1+ years demonstrated analytical thinking and problem‑solving skills
Preferred Qualifications
Bachelor’s degree
Ability to communicate effectively in Spanish or Mandarin
2+ years of working experience in the insurance or financial services industry or in a customer‑facing role
Demonstrated experience producing clear, accurate written communications (e.g., emails, reports, documentation, or presentations) for internal or external stakeholders.
Experience resolving routine to moderately complex problems by following defined processes, guidelines, or escalation paths.
Ability to work effectively in a fast‑paced, evolving environment
Experience in insurance, underwriting, or financial services
Ability to manage multiple priorities and deadlines
Strong written and verbal communication skills
Technical aptitude and comfort with digital tools
Ability to work both independently and collaboratively
Regular meetings with the Advanced Sales Team
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
What to Expect as Part of MassMutual and the Team
Regular meetings with the Life Underwriting Team
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
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: $57,000-$71,800
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
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
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?
Candy
Marketing Consultant
Atsam
Head of Advisor/Client Experience & Business Excellence
Erica
Head of Procurement
where we work
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