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Underwriting Trainee Jobs in Springfield, MA (NOW HIRING)

Munich Re

Underwriter Senior

Hartford, CT · On-site +1

$99K - $117K/yr

... underwriting guidelines, systems and procedures * Hire, develop and train other team members in your region Sr. Underwriters, Underwriters, Associates and Trainees as appropriate. * Collaborate with ...

New

Munich RE

Underwriter Senior

Hartford, CT · On-site

$99K - $117K/yr

... underwriting guidelines, systems and procedures * Hire, develop and train other team members in your region Sr. Underwriters, Underwriters, Associates and Trainees as appropriate. * Collaborate with ...

New

All JobsUnderwriting JobsUnderwriting Trainee JobsUnderwriting Trainee Jobs in Springfield, MA

Underwriting Trainee information

See Springfield, MA salary details

$31.6K

$76.8K

$135.8K

How much do underwriting trainee jobs pay per year?

As of Aug 9, 2026, the average yearly pay for underwriting trainee in Springfield, MA is $76,771.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,400.00 and $84,700.00 per year, depending on experience, location, and employer.

What do underwriting trainees do?

Underwriting trainees assist in evaluating insurance applications by reviewing applicant information, assessing risks, and determining coverage eligibility. They learn to analyze data, use underwriting software, and develop decision-making skills under supervision, often working in an office environment with ongoing training.

What is the difference between Underwriting Trainee vs Underwriter?

AspectUnderwriting TraineeUnderwriter
CredentialsTypically entry-level, may require a degree in finance, insurance, or related fieldProfessional certification often preferred, such as CPCU or similar
Work EnvironmentTraining programs, supervised tasks, learning-focusedDecision-making, risk assessment, independent or team-based
Job ResponsibilitiesAssisting in risk evaluation, learning underwriting processesEvaluating risks, approving or rejecting policies

In summary, an Underwriting Trainee is an entry-level role focused on learning and supporting underwriting tasks, while an Underwriter is a fully responsible professional making risk decisions independently.

How much do beginner underwriting trainees make?

Entry-level underwriting trainees typically earn between $40,000 and $55,000 annually, depending on the industry, location, and company size. Starting salaries may increase with relevant skills, certifications, and experience in risk assessment and insurance policies.

What is an underwriting trainee?

Underwriting Trainees are entry-level professionals who are learning how to evaluate insurance applications, assess risks, and determine appropriate coverage and premiums. They work under the supervision of experienced underwriters and receive training in company policies, industry regulations, and risk assessment techniques. The goal of an underwriting trainee is to develop the skills necessary to make sound decisions regarding accepting or rejecting insurance applications and to eventually become a fully qualified underwriter.

What kind of training and mentorship can an underwriting trainee expect during their first year?

As an Underwriting Trainee, you can expect a structured onboarding process that combines classroom learning with hands-on experience. Most insurance companies pair trainees with experienced underwriters or mentors who provide guidance on risk assessment, policy review, and client interactions. You’ll likely rotate through different insurance lines to gain a broad understanding of underwriting practices, and participate in team meetings to discuss real cases. This collaborative environment helps you build technical skills and professional networks, laying a solid foundation for advancement within the company.

How do you become an underwriting trainee?

To become an underwriting trainee, candidates typically need a bachelor's degree in finance, economics, or a related field. Relevant skills include analytical thinking and attention to detail, and some companies may require or prefer prior internship experience in insurance or finance. On-the-job training is provided, and strong communication skills are beneficial.

What are the key skills and qualifications needed to thrive as an underwriting trainee, and why are they important?

To thrive as an Underwriting Trainee, you need strong analytical skills, attention to detail, and a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Microsoft Excel are typically required, and some employers may value progress toward professional certifications like CPCU. Effective communication, organization, and a willingness to learn help candidates stand out in this entry-level position. These skills and qualities are essential for accurately assessing risks, managing data, and building a successful foundation for a career in insurance underwriting.
What are the most commonly searched types of Underwriting jobs in Springfield, MA? The most popular types of Underwriting jobs in Springfield, MA are:
What are popular job titles related to Underwriting Trainee jobs in Springfield, MA? For Underwriting Trainee jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Underwriting Trainee jobs in Springfield, MA look for? The top searched job categories for Underwriting Trainee jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Underwriting Trainee jobs? Cities near Springfield, MA with the most Underwriting Trainee job openings:
Underwriting Trainee jobs near you
Infographic showing various Underwriting Trainee job openings in Springfield, MA as of August 2026, with employment types broken down into 96% Full Time, 2% Part Time, and 2% Contract. Highlights an 61% Physical, 7% Hybrid, and 32% Remote job distribution, with an average salary of $76,771 per year, or $36.9 per hour.

Underwriter Senior

Munich Re

Hartford, CT • On-site, Remote

$99K - $117K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 2 days ago

New

Job description

Surety Underwriter Sr

We are adding to our diverse team of experts and are looking to hire those who are committed to building a culture that enables the creation of innovative solutions for our business units and clients. 

The Company 

Welcome to Munich Re Specialty - North America, a leading specialty insurance provider dedicated to delivering exceptional underwriting, claims, and risk management expertise to our partners and customers. As a trusted industry expert, we offer a broad range of comprehensive and customized solutions, including casualty, professional lines, property, surety, and public entity coverages. With the financial strength and global resources of our A+ Superior (A.M. Best) rated organization, we provide unmatched stability and reliability. Our team is committed to superior service levels, a distinctive approach to specialty solutions, and a deep understanding of the complex risks our clients face. Join our team and be part of a dynamic and experienced organization that is shaping the future of specialty insurance in North America. 

The Opportunity 

Future focused and always one step ahead! 

The Surety Underwriter Senior will be responsible for the marketing, underwriting, administration, and overall business development of assigned geographic territory in accordance with the company's surety business model to meet projected profitability and expense goals.  You will serve as lead underwriter for assigned region as front line for the commercial surety line of business.  The position supports the Head of Commercial Surety in balancing the needs to achieve budgeted financial results (premium volume, loss ratio, premium collections, and expense management including commissions) through sound underwriting practices to produce profitable results. You will also serve as lead in Book of Business reviews and assist Head of Commercial Surety in portfolio management.

Our value proposition includes embedding significant underwriting authority in the position to create an enhanced customer and broker experience.  We will do this by providing an enhanced level of autonomy in the position to allow our regional offices to better service our agents and clients using an agile and lean approach.

In this position you will:

Key Responsibilities 

  • Develop and execute a strategic business plan in order to expand our surety portfolio and will maintain full P/L responsibility for the region
  • Establish and maintain key surety broker relationships in compliance with guidelines for new and renewal surety business
  • Develop and underwrite a profitable portfolio, coordinate new/renewal business while exercising proper underwriting pricing and discipline in compliance with underwriting guidelines, systems and procedures
  • Hire, develop and train other team members in your region Sr. Underwriters, Underwriters, Associates and Trainees as appropriate.
  • Collaborate with MRSNA Surety colleagues in order to fully leverage MRSNA Surety capabilities and increase our customer base

Qualifications:

  • Bachelor's degree in Business Administration, Economics, Finance, Accounting, or related field
  • 10 years or more of progressive experience working with surety products
  • Entrepreneurial skill set, excellent marketing, negotiating and communication skills
  • Successful track record of developing and maintaining strong relationships with agents/brokers
  • Ability to think strategically and function tactically
  • Exceptional communication skills that energize and engage brokers, clients and colleagues and the ability to convey a vision and client-focused solutions
  • Ability to present and negotiate complex agreements with brokers
  • Effective time management and organizational skills
  • Willingness to travel up to 40%

The Company is open to considering candidates in numerous locations, including Philadelphia PA, New York NY, Princeton NJ, Hartford CT or Remote. The salary range posted below reflects market variations across various locations.The offer will be adjusted per geography.  The base salary range anticipated for this position is $161,000 - $296,000, plus opportunity for company bonus based upon a percentage of eligible pay.In addition, the company makes available a variety of benefits to employees, including health insurance coverage, an employee wellness program, life and disability insurance, 401k match, retirement savings plan, paid holidays and paid time off (PTO).  The salary estimate is adjusted to reflect the varying market conditions across different locations, with the higher end being more aligned with the New York and San Francisco job markets. Factors that may be used to determine your actual salary include your specific skills, how many years of experience you have and comparison to other employees already in this role. Most candidates will start in the bottom half of the range. 

We are proud to offer our employees, their domestic partners, and their children, a wide range of insurance benefits: 

  • Two options for your health insurance plan (PPO or High Deductible). 
  • Prescription drug coverage (included in your health insurance plan). 
  • Vision and dental insurance plans. 
  • Additional insurance coverages provided at no cost to you, such as basic life insurance equal to 1x annual salary and AD&D coverage that is equal to 1x annual salary. 
  • Short and Long Term Disability coverage. 
  • Supplemental Life and AD&D plans that you can purchase for yourself and dependents (includes Spouse/domestic partner and children). 
  • Voluntary Benefit plans that supplement your health and life insurance plans (Accident, Critical Illness and Hospital Indemnity). 

In addition to the above insurance offerings, our employees also enjoy: 

  • A robust 401k plan with up to a 5% employer match 
  • A retirement savings plan that is 100% company funded. 
  • Paid time off that begins with 24 days each year, with more days added when you celebrate milestone service anniversaries. 
  • Eligibility to receive a yearly bonus as a Munich Re employee. 
  • A variety of health and wellness programs provided at no cost. 
  • Paid time off for eligible family care needs. 
  • Tuition assistance and educational achievement bonuses. 
  • A corporate matching gifts program that further enhances your charitable donation. 
  • Paid time off to volunteer in your community. 

At Munich Re, we see Diversity, Equity and Inclusion as a solution to the challenges and opportunities all around us. Our goal is to foster an inclusive culture and build a workforce that reflects the customers we serve and the communities in which we live and work. We strive to provide a workplace where all of our colleagues feel respected, valued and empowered to achieve their very best every day. We recruit and develop talent with a focus on providing our customers the most innovative products and services.  

We are an equal opportunity employer. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. 

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