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Underwriter Trainee Jobs in Springfield, MA (NOW HIRING)

Underwriter Senior

Hartford, CT ยท On-site +1

$99K - $117K/yr

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 ...

New

Underwriter Senior

Hartford, CT ยท On-site

$99K - $117K/yr

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 ...

New

Captives Underwriter

Hartford, CT ยท Hybrid

$124K - $199K/yr

Senior Executive Underwriter - UW07CCExecutive Underwriter - UW07CD We're determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies.

Underwriter IV

Glastonbury, CT ยท On-site

$115K - $130K/yr

Underwrite and analyze new and renewal accounts for the most complex assignments. * Serve as a subject matter expertise to review insurance policy. * Assess the risk to determine the appropriate ...

Underwriter-IM

Hartford, CT ยท On-site +1

$67K - $110K/yr

Imagine loving what you do and where you do it. Job Category Underwriting Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a ...

Underwriter-IM

Hartford, CT ยท On-site

$67K - $110K/yr

Imagine loving what you do and where you do it. Job Category Underwriting Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a ...

Underwriter-IM

Hartford, CT ยท On-site

$67K - $110K/yr

Underwriters play a key role in managing the overall risk portfolio and profitability of the Wholesaler's business through rigorous evaluation of individual risk and pricing elements of all new ...

Public Entity Underwriter 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 ...

Public Entity Underwriter 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 ...

Management Liability Production Underwriter Business Risk Partners, a division of Amwins, is a Program Administrator and Specialty Lines Managing General Underwriting Agency committed to fostering a ...

Production Underwriter

Windsor, CT ยท On-site

$75K - $125K/yr

Management Liability Production Underwriter Business Risk Partners, a division of Amwins, is a Program Administrator and Specialty Lines Managing General Underwriting Agency committed to fostering a ...

Senior Portfolio Underwriter

Hartford, CT ยท On-site

$99K - $117K/yr

The Senior Portfolio Underwriter at HSB holds the paramount responsibility for managing, monitoring, expanding, and optimizing the portfolio products for the company's largest and most critical ...

Senior Portfolio Underwriter

Hartford, CT

$99K - $117K/yr

The Senior Portfolio Underwriter at HSB holds the paramount responsibility for managing, monitoring, expanding, and optimizing the portfolio products for the company's largest and most critical ...

Senior Portfolio Underwriter

Hartford, CT ยท On-site

$99K - $117K/yr

The Senior Portfolio Underwriter at HSB holds the paramount responsibility for managing, monitoring, expanding, and optimizing the portfolio products for the company's largest and most critical ...

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Showing results 1-20

Underwriter Trainee information

See Springfield, MA salary details

$31.6K

$76.8K

$135.8K

How much do underwriter trainee jobs pay per year?

As of Aug 9, 2026, the average yearly pay for underwriter 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.

How much does an underwriter trainee earn?

An underwriter trainee typically earns between $40,000 and $55,000 annually, depending on location, industry, and experience. Entry-level positions may start lower, but with training and skill development, salaries can increase as they gain underwriting knowledge and certifications.

How much do beginner underwriters make?

Entry-level underwriters typically earn between $45,000 and $60,000 annually, depending on location and industry. Starting salaries may increase with relevant certifications, such as the Chartered Property Casualty Underwriter (CPCU), and experience with underwriting software and risk assessment. Compensation can also vary based on the employer and the complexity of the policies handled.

What are the key skills and qualifications needed to thrive as an underwriter trainee?

To thrive as an Underwriter Trainee, you need strong analytical abilities, 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 Excel are commonly required, and industry certifications like CPCU can be advantageous. Excellent communication, problem-solving, and organizational skills help you collaborate with stakeholders and manage multiple priorities. These skills are essential to accurately assess risk, make informed decisions, and contribute to the overall profitability and integrity of the insurance company.

What is the difference between Underwriter Trainee vs Underwriter?

AspectUnderwriter TraineeUnderwriter
Required CredentialsBachelor's degree, training programsExperience, certifications like CPCU or ARM often preferred
Work EnvironmentTraining programs, supervised tasksIndependent decision-making, client interaction
Employer & Industry UsageInsurance companies, entry-level rolesInsurance companies, experienced roles
Search & Comparison IntentLearning about entry-level underwriting rolesUnderstanding experienced underwriting positions

The main difference between an Underwriter Trainee and an Underwriter is experience level. Trainees are in training, focusing on learning the basics, while Underwriters have gained experience and handle complex risk assessments independently.

What is an underwriter trainee?

An Underwriter Trainee is an entry-level professional who learns how to evaluate risks and determine appropriate insurance coverage and premiums under the supervision of experienced underwriters. Their training involves learning about insurance policies, analyzing applications, assessing potential risks, and making recommendations based on company guidelines. This role serves as a starting point for a career in underwriting, providing foundational knowledge and practical experience in the insurance industry.

What are some typical challenges an underwriter trainee might encounter during their first year on the job?

As an Underwriter Trainee, one common challenge is learning to balance risk assessment with client needs, while adhering to company policies and regulatory requirements. Trainees often need to quickly develop a strong understanding of underwriting guidelines and how to apply them to real-world cases, which can be complex and varied. Additionally, adapting to a fast-paced environment and effectively collaborating with senior underwriters, brokers, and agents requires strong communication and organizational skills. Overcoming these challenges is an important part of gaining confidence and proficiency in the role.

How do I become an underwriter trainee with no experience?

To become an underwriter trainee with no experience, candidates typically need a high school diploma or equivalent; some employers prefer or require a bachelor's degree in fields like finance, business, or economics. Entry-level positions often provide on-the-job training, and developing skills in analysis, attention to detail, and familiarity with underwriting software can improve chances. Certifications such as the Associate in Commercial Underwriting (ACU) or similar can also enhance prospects for advancement.
What are the most commonly searched types of Underwriter jobs in Springfield, MA? The most popular types of Underwriter jobs in Springfield, MA are:
What are popular job titles related to Underwriter Trainee jobs in Springfield, MA? For Underwriter Trainee jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Underwriter Trainee jobs in Springfield, MA look for? The top searched job categories for Underwriter Trainee jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Underwriter Trainee jobs? Cities near Springfield, MA with the most Underwriter Trainee job openings:
Infographic showing various Underwriter Trainee job openings in Springfield, MA as of August 2026, with employment types broken down into 93% Full Time, 6% Part Time, and 1% Contract. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $76,771 per year, or $36.9 per hour.

Underwriter Senior

Munich Re

Hartford, CT โ€ข 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.ย 

The Companyย 

Welcome to Munich Re Specialty - North America, a leading specialty insurance provider dedicated to delivering exceptional underwriting, claims, and risk managementย expertiseย 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 entityย 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.ย 

The Opportunityย 

Future focused and always one step ahead!ย 

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.ย  You will serve as lead underwriter for assigned region as front line for the commercial surety line of business.ย  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.ย  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:

Keyย Responsibilitiesย 

  • 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 isย open to considering candidates inย numerousย locations, includingย Philadelphia PA, New York NY, Princeton NJ, Hartford CT or Remote.ย The salary range posted below reflects market variations across various locations.The offer will be adjusted per geography.ย  The base salary rangeย anticipatedย for this position isย $161,000ย - $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,ย an employeeย wellness program, life and disability insurance, 401k match, retirement savings plan, paidย holidaysย and paid time off (PTO).ย ย The salary estimate is adjusted to reflect the varying market conditions acrossย different locations, with the higher end being more aligned with theย New York and San Franciscoย job markets.ย Factors that may be used toย determineย your actual salary include your specific skills, how many years of experience youย haveย and comparison to other employees already in this role. Most candidates will start in the bottom half of the range.ย 

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

  • Two options for your health insurance plan (PPO or High Deductible).ย 
  • Prescription drug coverage (includedย in your health insurance plan).ย 
  • Vision and dental insurance plans.ย 
  • Additionalย insuranceย coveragesย 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.ย 
  • Short and Long Termย Disability coverage.ย 
  • Supplemental Life and AD&D plans that you canย purchaseย for yourself and dependents (includesย Spouse/domesticย partnerย and children).ย 
  • Voluntary Benefit plans that supplement your health and life insurance plans (Accident, Critical Illness and Hospital Indemnity).ย 

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

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

At Munich Re, we see Diversity,ย Equityย 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 whereย all ofย our colleagues feel respected,ย valuedย and empowered to achieve theirย very bestย every day. We recruit and develop talent with a focus on providing ourย customersย the most innovative products and services. ย 

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