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Insurance Underwriter Trainee Jobs in Connecticut

Insurance Underwriter Trainee information

See Connecticut salary details

$30.9K

$75K

$132.7K

How much do insurance underwriter trainee jobs pay per year?

As of Aug 29, 2026, the average yearly pay for insurance underwriter trainee in Connecticut is $75,036.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,000.00 and $82,800.00 per year, depending on experience, location, and employer.

What is an insurance underwriter trainee?

An Insurance Underwriter Trainee is an entry-level position where individuals learn how to assess risks and determine appropriate insurance coverage, terms, and premiums. Trainees undergo structured training, including coursework and hands-on experience, to understand underwriting guidelines and company policies. They work closely with senior underwriters to evaluate applications, analyze data, and make informed decisions. This role is ideal for those with strong analytical skills and attention to detail who are interested in a career in the insurance industry.

What does the typical career path look like for an insurance underwriter trainee?

As an Insurance Underwriter Trainee, you will begin by learning the fundamentals of risk assessment, policy evaluation, and company underwriting guidelines under the supervision of experienced underwriters. Over time, trainees take on greater responsibilities, such as reviewing applications, making independent recommendations, and interacting more directly with agents and clients. Many trainees advance to Underwriter roles within one to two years, with opportunities for further specialization or progression into senior underwriter or management positions. Career growth often depends on performance, continued education, and acquiring professional certifications such as the Chartered Property Casualty Underwriter (CPCU) designation.

What are the key skills and qualifications needed to thrive in the insurance underwriter trainee position, and why are they important?

To excel as an Insurance Underwriter Trainee, strong analytical abilities, attention to detail, and a bachelor’s degree in finance, business, or a related field are typically required. Familiarity with underwriting software and risk assessment tools, as well as proficiency in Microsoft Office Suite, is highly valuable. Effective communication, teamwork, and eagerness to learn help candidates build relationships and adapt to changing guidelines. These skills are vital for making accurate risk decisions, supporting team objectives, and ensuring compliance with industry standards.

Can you get a job as an insurance underwriter trainee with no experience?

Insurance underwriter trainee positions often accept candidates with little or no prior experience, focusing instead on relevant skills such as attention to detail, analytical ability, and strong communication. Employers may provide on-the-job training and may require a related degree or certification, such as an insurance license or coursework in risk management. Entry-level roles typically emphasize a willingness to learn and basic computer skills over extensive experience.

Is insurance underwriting hard to get into?

Insurance underwriting can be competitive, especially for entry-level trainee positions, as they often require strong analytical skills, attention to detail, and sometimes a relevant degree or certification. Gaining experience through internships or related coursework can improve chances, but the job typically involves learning industry-specific tools and regulations. Overall, it requires dedication and a willingness to develop specialized knowledge.

What are the most commonly searched types of Insurance Underwriter jobs in Connecticut?

The most popular types of Insurance Underwriter jobs in Connecticut are:

What are popular job titles related to Insurance Underwriter Trainee jobs in Connecticut?

For Insurance Underwriter Trainee jobs in Connecticut, the most frequently searched job titles are:

What job categories do people searching Insurance Underwriter Trainee jobs in Connecticut look for?

The top searched job categories for Insurance Underwriter Trainee jobs in Connecticut are:

What cities in Connecticut are hiring for Insurance Underwriter Trainee jobs?

Cities in Connecticut with the most Insurance Underwriter Trainee job openings:

Infographic showing various Insurance Underwriter Trainee job openings in Connecticut as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 19% Part Time, 2% Temporary, and 5% Contract. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $75,036 per year, or $36.1 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

59th of 315 rated insurance

Good employer

Recommended by students

Paid breaks


$60K - $91K/yr

Full-time

Posted yesterday

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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