MassMutual
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8 Mass Mutual Case Manager Jobs Hiring Near You

MassMutual Jobs Information

Do workers at MassMutual get paid breaks?

Sometimes. Only some people get paid breaks.
50% of people say they don’t get paid breaks.
Based on data from 18 people who took the Breakroom Quiz between December 2024 and April 2026.

Does MassMutual pay people when they’re sick?

Yes. Most people get paid when they’re sick.
77% of people say they would get paid if they were sick but scheduled to work.
Based on data from 35 people who took the Breakroom Quiz between December 2024 and July 2026.

At MassMutual, are sick days and vacation days separate paid time off?

Only some people have separate paid time off for sick days and vacation.
46% of people say they have to use vacation days when they’re out sick.
Based on data from 13 people who took the Breakroom Quiz between July 2025 and July 2026.

Is the health insurance from MassMutual affordable enough for their workers?

Most people say the health insurance costs are okay.
86% of people say the health insurance costs are okay
Based on data from 21 people who took the Breakroom Quiz between March 2025 and July 2026.

Do people get paid time off at MassMutual?

Most people get paid time off work.
100% of people say they get paid time off.
Based on data from 14 people who took the Breakroom Quiz between July 2025 and July 2026.

How far ahead of time do people find out their work schedule?

Only some people find out their schedule four weeks ahead of time.
  • 50% of people with changing schedules find out their shifts one week or less ahead of time.
  • 17% of people with changing schedules find out their shifts two weeks ahead of time.
  • 0% of people with changing schedules find out their shifts three weeks ahead of time.
  • 33% of people with changing schedules find out their shifts four weeks or more ahead of time.

Based on data from 6 people who took the Breakroom Quiz between February 2025 and January 2026.

Do workers at MassMutual worry about hours?

Most people don’t worry about getting enough hours.
94% of people report they don’t worry about getting enough hours.
Based on data from 16 people who took the Breakroom Quiz between December 2024 and January 2026.

Do MassMutual workers get to choose the shifts they work?

Most people get to choose which shifts they work.
73% report that they have enough control over which shifts they work.
Based on data from 11 people who took the Breakroom Quiz between December 2024 and January 2026.

How easy is it for MassMutual workers to change shifts?

Most people find it easy to change shifts.
67% of people report that it’s easy to change shifts if they need to.
Based on data from 12 people who took the Breakroom Quiz between December 2024 and January 2026.

How easy is it to get time off at MassMutual?

Most people find it easy to get time off.
89% of people report it’s easy to get time off.
Based on data from 35 people who took the Breakroom Quiz between December 2024 and July 2026.

Do MassMutual managers change schedules at the last minute?

Most managers don’t change people’s schedules at the last minute.
94% of people say their manager doesn’t change their shift schedule at the last minute.
Based on data from 18 people who took the Breakroom Quiz between December 2024 and January 2026.

Do jobs at MassMutual spill into time workers aren’t paid for?

Rarely. The job doesn't usually spill into unpaid time.
10% of people report that their job takes up time that they don’t get paid for.
Based on data from 20 people who took the Breakroom Quiz between December 2024 and January 2026.

How easy is it to take sick days at MassMutual?

Most people find it easy to take sick days.
100% of people report that it’s easy to take time off if they are sick.
Based on data from 33 people who took the Breakroom Quiz between December 2024 and July 2026.

Is working at MassMutual good if you’re a parent or caregiver?

Most parents and caregivers say this is a good place to work.
100% of people who care for a child or other relative report this is a good place to work.
Based on data from 14 people who took the Breakroom Quiz between January 2025 and July 2026.

Do people at MassMutual feel treated with respect by their managers?

Most people feel treated with respect by their managers.
78% of people say they’re treated with respect by their managers.
Based on data from 32 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people at MassMutual get to take their breaks without interruption?

Most people get breaks without interruption.
91% of people report that they get to take their breaks without interruption.
Based on data from 32 people who took the Breakroom Quiz between December 2024 and April 2026.

Is it stressful to work at MassMutual?

Most people feel stressed out here.
79% of people say they often feel stressed out at work.
Based on data from 34 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people at MassMutual enjoy their jobs?

Only some people enjoy their job.
35% of people report they don’t enjoy their job.
Based on data from 31 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people at MassMutual recommend working with their team?

Only some people recommend working with their team.
62% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 37 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people get enough training when they start at MassMutual?

Some people didn’t get enough training when they started.
40% of people report they didn’t get enough training when they started working here.
Based on data from 35 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people get support to advance at MassMutual?

Only some people are given support to advance their career here.
In the last year, 54% of people report not being given support to advance their career here.
Based on data from 35 people who took the Breakroom Quiz between December 2024 and July 2026.

Do people think MassMutual’s headquarters understands what’s happening where they work?

Most people think headquarters doesn’t understand what’s happening where they work.
77% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 31 people who took the Breakroom Quiz between December 2024 and July 2026.

Do workers feel well informed about how MassMutual is doing?

Only some people feel well informed about how the company is doing.
43% of people feel that they aren’t kept well informed about how the company is doing as a whole.
Based on data from 30 people who took the Breakroom Quiz between December 2024 and July 2026.

Director of Disability Underwriting - Large Case Unit

Massachusetts Mutual Life Insurance Company (MassMutual)

Milwaukee, WI • On-site, Remote

$15K/mo

Full-time

Re-posted 16 days ago


MassMutual rating

7.8

Company rating: 7.8 out of 10

Based on 37 frontline employees who took The Breakroom Quiz

188th of 301 rated insurance


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
#LI-SB1
#LI-Remote
Salary Range:
$144,800-$190,000
At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.
Why Join Us.
We've been around since 1851. During our history, we've learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.
We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. 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. At MassMutual, we Live Mutual.
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.
At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.

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