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Underwriter Trainee Jobs in Springfield, MA (NOW HIRING)

Captives Underwriter

Hartford, CT · 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.

Captives Underwriter

Hartford, CT · 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-IM

Hartford, CT · 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 · 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 · 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 ...

Underwriter

Hartford, CT · Hybrid

$83K - $124K/yr

3M HealthCare in Hartford, CT seeks an Executive Assistant to support the Chief Underwriting Officer. You will manage a complex calendar, coordinate meetings and travel, draft executive ...

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 ...

Underwriter

Hartford, CT · Hybrid

$83K - $124K/yr

3M HealthCare in Hartford, CT seeks an Executive Assistant to support the Chief Underwriting Officer. You will manage a complex calendar, coordinate meetings and travel, draft executive ...

Production Underwriter

Windsor, CT · 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 ...

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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 31, 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.

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 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 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.

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.

How do you become an underwriter trainee with no experience?

To become an underwriter trainee with no experience, candidates typically need a bachelor's degree in fields like finance, business, or economics. Entry-level roles often require strong analytical skills, attention to detail, and proficiency with computer software such as Excel; some companies may also offer training programs or on-the-job learning to develop underwriting skills.

How much do beginner underwriter trainees make?

Beginner underwriter trainees typically earn between $40,000 and $55,000 annually, depending on the industry, location, and company. Entry-level roles often include training on underwriting software and risk assessment, with salaries increasing as skills and experience grow.

What do underwriter trainees do?

Underwriter trainees assist in evaluating insurance applications by reviewing risk factors, analyzing data, and determining policy eligibility. They learn to use underwriting guidelines and may work under the supervision of experienced underwriters to develop their skills in assessing risk and making coverage decisions.

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 86% Full Time, 13% Part Time, and 1% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $76,771 per year, or $36.9 per hour.

Middle & Large Business Underwriter Trainee/Associate - Hartford

Hartford, CT • Hybrid


The Hartford Financial Services Group, Inc.
Finance and Insurance • 10K+ employees

8.8

Company rating: 8.8 out of 10

Based on 122 frontline employees who took The Breakroom Quiz

58th of 315 rated insurance

Good employer

Recommended by students

Paid breaks


$60K - $91K/yr

Full-time

Posted 3 days ago

New


Job description

Associate Underwriter - UYTRAN

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.

Underwriting Trainee Opportunities: Gain Real World Experience

We're in the business of helping people achieve amazing things. From opening a small business to buying a car or home to recovering from illness or injury and so much more, we help people protect the things that matter. And you can help us when you join our team of underwriters. They're at the heart of everything we do. And by joining us, you'll be on a team known throughout the industry for providing our customers with just the right amount of coverage they need to pursue their unique interests.

Your underwriting career here means collaboration, inclusivity, innovative thinking and so much more. Here, we value self-starters, and all ideas are welcome. It's where opportunities exist to hone your underwriting skills by working with our sales teams, experienced underwriters, and other leaders - and your career path can take any direction you might choose.

As part of our Commercial Underwriter Onboarding and Risk Education (CORE) development program, you'll gain an experience of a lifetime. Our 22-week program begins in July and includes self-directed and virtual classroom learning sessions. What's more, you'll get on-the-job work experience as well as integrated sales training with support from your mentor and manager to round out your Commercial Underwriting experience. After the formal program concludes, you'll have the knowledge to begin a formal career here, with us behind you every step of the way.

This role will allow for a hybrid work schedule working three days in the office and two days from home.

We'll Be a Good Match if You Have:

  • A customer-first mindset, putting our customers at the center of everything you do
  • A passion for making decisions through both analyzing data and employing critical thinking skills
  • A team spirit and desire to work collaboratively
  • A financial mindset to help make the best decisions
  • Ability to own your work and following through on commitments
  • Ability to decipher and execute within a fluid and changing business environment
  • An understanding of how to build relationships and trust among diverse groups

Qualifications:

  • Bachelor's Degree preferred, or equivalent combination of education, training, and Insurance experience
  • Up to 3 years of Insurance experience preferred
  • Excellent written and interpersonal communication and presentation skills
  • Ability to think analytically about business problems, make recommendations, and propose solutions
  • Possession of resilience and an entrepreneurial spirit
  • Demonstration of solid time, organizational, and desk management skills
  • Goal oriented with a strong desire to deliver outcomes in timely manner
  • Acts with a sense of urgency and is responsive to internal and external customer needs
  • Strong sales skills with the ability to negotiate and sell all messages including with those that may be difficult
  • Challenge the status quo to implement improvement and compete to win
  • A valid driver's license is required, as use of a company pool car will be necessary for periodic travel
  • Demonstrates satisfactory progress during the Training Program and achieve passing scores on all tests, case studies, and foundational underwriting assessments
  • Potential to travel during training may exist

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:

$60,800 - $91,200

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


Hartford logo

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

Social media


What The Hartford employees say

Pay

Benefits

Hours and flexibility

Workplace

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