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Springfield, MA, USA

Head of Underwriting Technology

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Employer Provided Salary: 180,700-237,100 Annually
Salary data is provided by the employer. Please note this is not a guarantee of compensation.

The Opportunity
The Head of Underwriting Technology will be responsible for a broad and critical technology portfolio that enables underwriting capabilities across diverse products and distribution channels. As part of the New Business & Underwriting Technology leadership team you will partner with your peers to deliver exceptional technology solutions for MassMutual. This individual will leverage their process-driven, analytical, technical, and financial management skills to create and maintain solutions, which include defining, designing, developing, implementing, and maintaining solutions, in a rapid, iterative delivery environment.
They will lead and scale a geographically dispersed team, along with vendor teams to deliver the capabilities. They will partner with business counterparts from different departments (Operations, Product, and Distribution) to understand the needs and drive forward innovative, scalable, and robust solutions.
As the head of this function, you will have the opportunity to:

  • Build and maintain roadmaps that link to the business strategy for underwriting capabilities
  • Drive continuous improvement and modernization of our underwriting systems
  • Design and deliver integrations that are part of the Underwriting application portfolio
  • Deliver digital solutions for the strategic initiatives driving our enterprise digital transformation goals
  • Foster an inclusive culture that values engineering excellence and innovation

The Team
The Underwriting Technology team consists of product owner/manager, developers, engineers, analysts, testers focused on delivering software solutions through waterfall and agile methodologies.
The Impact:
As the technology leader for Underwriting applications, you will be instrumental in driving the strategy, operations, and technical talent management. This role requires a deep understanding of MassMutual's business objectives, combined with strategic thinking, technical expertise, and leadership skills to deliver impactful technology solutions.
Strategic Leadership:

  • Develop and communicate a technology strategy aligned with MassMutual's business goals for underwriting applications.
  • Stay abreast of industry trends and emerging technologies relevant to the life insurance sector and assess their applicability to MassMutual's underwriting needs.
  • Collaborate closely with business stakeholders to understand their requirements and translate them into actionable technology initiatives.
  • Define and prioritize the technology roadmap, ensuring alignment with MassMutual's strategic priorities.

Operations Management:

  • Oversee the day-to-day operations of the technology team, ensuring the successful execution of work efforts.
  • Implement best practices for software development, quality assurance, and deployment processes, with a focus on delivering high-quality solutions.
  • Monitor application performance, scalability, and reliability, and take proactive measures to address any issues or bottlenecks.
  • Establish key performance indicators (KPIs) and metrics to measure the effectiveness and efficiency of technology systems and processes.

Talent Management:

  • Lead, mentor, and develop a team of technical professionals, fostering a culture of collaboration, innovation, and continuous improvement.
  • Identify skill gaps within the team and develop strategies for recruiting, training, and retaining top technical talent including our MM India and MM Romania partners.

  • Conduct regular performance evaluations and provide constructive feedback to team members to support their professional growth and development.
  • Promote diversity and inclusion within the team, creating an environment where every individual feels valued and empowered to contribute their best.

Collaboration and Stakeholder Management:

  • Collaborate closely with cross-functional teams to deliver integrated technology solutions that meet MassMutual's business objectives.
  • Build strong relationships with key stakeholders across the organization, ensuring alignment and support for technology initiatives.
  • Provide regular updates to executive leadership on the progress, challenges, and impact of technology initiatives, and solicit their input and guidance as needed.

Vendor Management:

  • Manage strong relationships with multiple vendors (tier 1 & 2) to deliver critical technology platform and solutions, serving as primary contact for vendor communications, and resolving any issues or disputes that arise
  • Monitor vendor performance against KPIs, identifying areas of improvement, implementing corrective actions when necessary
  • Assess and mitigate risks associated with vendor relationships, including compliance, data security, and business continuity

The Minimum Qualifications

  • Bachelor's degree in Computer Science, Engineering, or a related field
  • 10+ years of related experience with at least 5+ years in a leadership role overseeing technology strategy and operations, preferably within the financial services or insurance industry.
  • Proven track record of leading and managing high-performing technical teams across time zones/geography with a focus on delivering innovative and impactful solutions.
  • Proven ability to manage large (Tier 1) vendor relationships to successful outcomes/delivery

  • Excellent communication, interpersonal, and influencing skills, with the ability to collaborate effectively across all levels of the organization.
  • Strategic thinker with the ability to align technology initiatives with business objectives and drive results in a fast-paced, dynamic environment.
  • Established track record of leading/driving key initiatives working with cross functional teams to successfully implement critical business projects, problem solutions and continuous improvement efforts.

The Ideal Qualifications

  • Deep understanding of the life insurance domain, including new business, underwriting processes, policy administration, and distribution channels.
  • Strong analytical and problem-solving skills, with a data-driven approach to decision-making.
  • Strong technical background with expertise in software development methodologies and operations

What to Expect as Part of MassMutual and the Team

  • Regular meetings with the Head of New Business & Underwriting Technology
  • Focused one-on-one meetings with your manager
  • Access to mentorship opportunities
  • 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

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.
Salary Range: $180,700.00-$237,100.00

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What are MassMutual Perks + Benefits

MassMutual Benefits Overview

At MassMutual, employees have the opportunity to earn a competitive salary and bonus, enroll in an
array of benefits, and participate in programs and services that support healthy lifestyles, assist them
in building financial security for themselves and their families and help them live well-balanced lives.

Volunteer in local community
Every action supporting a common cause is meaningful, and our employees make a difference in their own communities through our Matching Gift, Matching Time and Volunteer Time Off Programs.
Partners with nonprofits
Every year, MassMutual and the MassMutual Foundation invest more than $20 million focused on advancing economic opportunity.
Open door policy
OKR operational model
Team based strategic planning
Open office floor plan
Employee resource groups
Employee-led culture committees
Hybrid work model
In-person all-hands meetings
Employees can either attend the in-person all-hands meeting, watch live via Zoom, or watch the recording. All employees are invited to submit questions.
Employee awards
Flexible work schedule
Flexible work arrangements, including telecommuting, are available in many departments across the company.
Remote work program
In addition to two remote days per week, MassMutual offers employees four full remote weeks of their choice per year.
Documented equal pay policy
Dedicated diversity and inclusion staff
Highly diverse management team
More than half of our Board of Directors are comprised of women and people of color, making it one of the most diverse groups in the industry.
Mandated unconscious bias training
Diversity manifesto
Diversity employee resource groups
Hiring practices that promote diversity
Diversity recruitment program
Health Insurance + Wellness
Flexible Spending Account (FSA)
A health care flexible spending account (FSA) allows employees to save money on a before-tax basis for eligible medical, dental and vision expenses, subject to IRS limits.
Disability insurance
For details on short term and long term disability insurance please visit
Dental insurance
Basic Dental covers preventive and basic restorative care; Major Dental covers all that Basic covers, plus restorations and orthodontia (limits apply).
Vision insurance
Health insurance
To learn more about our Health and Welfare Benefits please visit:
Life insurance
For more information about our Life Insurance Benefits please visit:
Pet insurance
Wellness programs
Team workouts
Mental health benefits
Transgender health care benefits
Wellness days
Abortion travel benefits
Our general medical travel benefit covers abortion-related travel.
Financial & Retirement
In addition to our 401(k), MassMutual a cash balance plan that provides an account-based pension benefit based on accruals of pay credits and interest credits.
401(K) matching
Performance bonus
Charitable contribution matching
Every action supporting a common cause is meaningful, and our employees make a difference in their own communities through our Matching Gift and Matching Time Programs.
Pay transparency
Child Care & Parental Leave
Childcare benefits
Dependent care flexible spending account to allow you to set aside before tax dollars to pay for certain eligible child care expenses.
Generous parental leave
Leave for birth mothers of 18 weeks of fully paid leave. Non-birth mothers, fathers and adoptive parents eight weeks of fully paid parental leave.
Family medical leave
Caregiver leave: Up to two weeks paid leave to care for a loved one. Bereavement Leave: 15 days of paid time off to grieve the loss of a loved one with the employee defining who the loved one is.
Adoption Assistance
Company sponsored family events
MassMutual offers many opportunities for family events, from group volunteer experiences and chances to attend Red Sox games to business resource group-sponsored outings like annual pride parades.
Fertility benefits
Vacation + Time Off
Generous PTO
Paid holidays: 9 fixed and 1 floating. Vacation: starts at 19 vacation and personal days per calendar year, with increases at 5-year service intervals.
Paid volunteer time
Three days of paid time off is available to employees annually to give back to their communities, by sharing their time and talent with a cause close to their heart.
Paid holidays
Paid sick days
Occasional illness: up to 5 days per calendar year.
Flexible time off
Floating holidays
Bereavement leave benefits
Hardship benefits
320 hours of caregiver leave to take of loved ones when it matters most.
Office Perks
Commuter benefits
Free daily meals
Free snacks and drinks
Some meals provided
Onsite office parking
Recreational clubs
Relocation assistance
Fitness stipend
Home-office stipend for remote employees
MassMutual's wellness wallet is a stipend available to all employees, and can be used for myriad wellness-related purchases, including home-office purchases.
Meditation space
Mother's room
Onsite gym
Professional Development
Job training & conferences
Tuition reimbursement
Lunch and learns
Promote from within
Mentorship program
Continuing education stipend
Continuing education available during work hours
Online course subscriptions available
Customized development tracks
Paid industry certifications
Personal development training
Virtual coaching services

Additional Perks + Benefits

To learn more about our comprehensive benefits please visit:

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