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Underwriter Trainee Jobs in Springfield, MA (NOW HIRING)

thg

Small CL Senior Field Underwriter

Hartford, CT · Remote

$99K - $117K/yr

Our Small Commercial Underwriting team is currently seeking a Senior Underwriter to join our team. This is a full time, exempt role. This role is eligible for a fully remote arrangement. POSITION ...

Robert Half

Commercial Loan Underwriter

Hartford, CT · On-site

$75K - $85K/yr

Commercial Loan Underwriter Hartford, CT Contact: Brittany Rizzo / Brittany.Rizzo@roberthalf.c0m Reference ID: BR0013480307 Position Summary The Commercial Loan Underwriter is responsible for ...

thg

Small CL Senior Field Underwriter

Hartford, CT · Remote

$99K - $117K/yr

Our Small Commercial Underwriting team is currently seeking a Senior Underwriter to join our team. This is a full time, exempt role. This role is eligible for a fully remote arrangement. POSITION ...

CVS Health

Senior Analyst, Underwriter

Hartford, CT · On-site +1

$46K - $91K/yr

This role prefers a hybrid presence in CT, though remote applicants will also be considered. #AetnaUW Required Qualifications : - 3+ years of experience in underwriting pricing methodologies and ...

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All JobsUnderwriter JobsUnderwriter Trainee JobsUnderwriter Trainee Jobs in Springfield, MA

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:
Underwriter Trainee jobs near you
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.

Chief Underwriter - Business Consultant

The Hartford Financial Services Group, Inc.

Hartford, CT • On-site

$86K - $138K/yr

Full-time

Re-posted 4 days ago

The Hartford rating

8.8

Company rating: 8.8 out of 10

Based on 121 frontline employees who took The Breakroom Quiz

57th of 304 rated insurance

Job description

Regional Account Chief UW GB - UO07EE
Sr Business Consultant - BB07AE
We're determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals - and to help others accomplish theirs, too. Join our team as we help shape the future.
The Underwriting Senior Business Consultant position in Group Reinsurance Plus (GRP) is a dynamic position involving the application of product knowledge and technical underwriting skills to the best practices, training and quality management provided for the benefit of GRP and its reinsurance clients. This position involves partnership with key underwriting and business contacts both internally and externally to deliver creative, yet practical solutions.
Your career here means leveraging your previous underwriting expertise in your new Shared Services role through collaboration, inclusivity, innovative thinking and so much more. Here, doing things the way they've always been done isn't a part of the job. Here, you'll be putting your creative insights to work with the underwriting team and leaders, having a seat at the table with key decision makers. And you'll have any number of opportunities for your career to grow in whatever direction you choose.
Responsibilities:
Best Practices
  • Act as the gatekeeper of GRP best practices to ensure new guidelines, process and procedures, and related underwriting bulletin articles have been fully vetted.
  • Work closely with GRP Underwriting Subject Matter Experts (SMEs) and GB Underwriting Best Practices to ensure that GRP's underwriting policies and procedures are reflective of current practices, where deemed to be applicable.
  • Draft, peer review and publish new or revised content for our internal underwriting SharePoint sites and external underwriting manuals.

Training and Education
  • Develop, deliver and maintain internal and client company training curriculum, including robust and pertinent case studies, training agreements, knowledge assessments and course evaluations, focusing primarily on the pricing protocols, risk assessment, financial analysis and other topics unique to Group Life, Disability and Supplemental Health.

Quality Management
  • Perform internal quality management reviews for group life and disability, including rate development, policies and procedures, proposal and presale analysis memos, and provide thoughtful insight as to an individual's areas of excellence and opportunity.
  • Perform presale quality management reviews for reinsurance clients that perform their own underwriting as well as other special studies, audits and training reviews to gain insight into GRP or client underwriting practices.
  • Develop and work with others to execute on action plans designed to improve the quality of GRP and client underwriting based on quality management results, such as enhanced best practices, training, revised underwriting authority limits, etc.

Strategic Reserve
  • Act as strategic reserve and underwrite new business quotes, renewals and sold case submissions as requested during periods of high demand or limited capacity on other teams.

Other
  • Lead and/or actively participate in various functional or cross-functional initiatives within GRP or with other areas within Group Benefits.

Qualifications:
  • Group life and disability underwriting skills, preferably with 4 or more years underwriting experience including experience rated size segments.
  • Excellent communication, interpersonal and presentation skills, including ability to communicate to audiences with varying levels of expertise and job level.
  • Proven analytical abilities with keen attention to detail balanced with the ability to see and make sense of the big picture, make recommendations and propose solutions.
  • Demonstrated organization and prioritization management skills, including project management and ability to manage competing priorities in a fast-paced work environment
  • Highly self-motivated, takes ownership and is able to work independently and with limited direction
  • Group reinsurance, advanced product, continuous improvement and and/or change management experience preferred but not required.

***This position can be filled at different levels depending on experience
Salary $86,400-$138,600
This role can have a Hybrid or Remote work schedule. Candidates who live near one of our office locations will have the expectation of working in an office 3 days a week (Tuesday through Thursday). Candidates who do not live near an office will have a remote work schedule, with the expectation of coming into an office as business needs arise.
Compensation
The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford's total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:
86,400 - 138,600
The posted salary range reflects our ability to hire at different position titles and levels depending on background and experience.
Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age
About Us | Our Culture | What It's Like to Work Here | Perks & Benefits

What The Hartford employees say

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About Hartford

Sourced by ZipRecruiter

Hartford Financial Services Group, widely recognized as The Hartford, is a renowned company based in Hartford, CT, US. Established in 1810, it has evolved into an industry leader in the insurance and financial services sector, proudly serving more than one million businesses in the US. The Hartford is committed to offering a gamut of insurance products that include homeowners, automobile, and business insurance as well as employee benefits and mutual funds. The company’s core values revolve around customer-focused innovations, diversity and inclusion, and ethical dealings that have earned them a customer-centric reputation. This shapes their mission which revolves around aiding their clients to overcome unforeseen obstacles and enhancing their wealth over time. Among the company's noted accomplishments is being consistently listed among the World's Most Ethical Companies, a testament to their unwavering commitment towards responsible business practices.

Industry

Finance and insurance

Company size

10,000+ Employees

Headquarters location

Hartford, CT, US

Year founded

1810

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