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Underwriter Training Program Jobs in Connecticut

Captives Underwriter

Hartford, CT · Hybrid

$124K - $199K/yr

Program Management * Participation in all aspects of program management such as actuarial pricing ... Bachelor's Degree preferred, or equivalent combination of education, training and experience * 5 + ...

Underwriting Manager

Cheshire, CT · Hybrid

$72K - $157K/yr

Coach underwriting leaders, mentor underwriters, and contribute to the design and delivery of underwriting training programs; travel is required. * Makes recommendations on underwriting policy and ...

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Mortgage Underwriter

Shelton, CT · On-site

$65K - $80K/yr

May provide training and direction to more junior staff * Have authority to withdraw and decline ... may affect real estate lending programs * In-depth expertise in multiple underwriting ...

Participate in quality control audits, ongoing training, and compliance initiatives in ... program. Requirements: EDUCATION and/or EXPERIENCE * High school diploma or equivalent required.

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Underwriter Training Program information

See Connecticut salary details

$30.9K

$75K

$132.7K

How much do underwriter training program jobs pay per year?

As of Jul 27, 2026, the average yearly pay for underwriter training program 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 can I expect from the mentorship and training structure in an Underwriter Training Program?

In an Underwriter Training Program, you can expect a combination of formal classroom instruction, hands-on casework, and close mentorship from experienced underwriters. Trainees typically start by learning about risk assessment, insurance products, and industry regulations, gradually taking on more responsibility as they demonstrate proficiency. Regular feedback and collaboration with senior team members help you develop practical skills and build confidence in decision-making. This supportive environment is designed to ensure a smooth transition from trainee to fully qualified underwriter.

What is the difference between Underwriter Training Program vs Underwriter?

AspectUnderwriter Training ProgramUnderwriter
CredentialsTypically requires a bachelor's degree, sometimes certifications like CPCU or ARMOften requires a bachelor's degree and relevant certifications
Work EnvironmentTraining setting, classroom and on-the-job learningFull-time underwriting role in office or remote
Employer UsageUsed by insurance companies to develop new talentEstablished role for assessing risk and approving policies

The Underwriter Training Program is designed to prepare individuals for a career as an Underwriter by providing structured training and mentorship. Once completed, participants typically transition into full Underwriter roles. The main difference lies in the training phase versus the fully operational underwriting position.

What is an Underwriter Training Program?

An Underwriter Training Program is a structured educational initiative designed to teach individuals the fundamentals of underwriting, which involves assessing and evaluating risks for insurance, loans, or other financial products. Participants learn about risk analysis, industry regulations, financial documentation, and decision-making processes. These programs often combine classroom instruction with hands-on experience, preparing trainees for entry-level underwriting positions. Completion of such a program can lead to certifications or advancement within financial or insurance organizations.

Is underwriting a lot of math?

Underwriting involves analyzing financial data and assessing risk, which requires a good understanding of basic math and quantitative skills. While advanced math is not typically necessary, underwriters often use calculations, ratios, and statistical tools to make informed decisions. Strong attention to detail and familiarity with spreadsheets or underwriting software are also important.

Will AI replace underwriting?

AI is increasingly used to assist underwriters by automating data analysis and risk assessment, but it is unlikely to fully replace human underwriters in the near future. Underwriters still rely on judgment, industry knowledge, and complex decision-making that AI tools support rather than replace. The role may evolve to focus more on oversight and interpretation of AI-generated insights.

Can I become an underwriter with no experience?

Underwriter training programs often accept candidates with little or no prior experience, focusing instead on relevant skills such as attention to detail, analytical ability, and understanding of insurance principles. Completing coursework or certifications in insurance or risk assessment can improve chances of entry, and some employers provide on-the-job training for new underwriters.

What are the key skills and qualifications needed to thrive in an Underwriter Training Program, and why are they important?

To thrive in an Underwriter Training Program, you need strong analytical skills, attention to detail, and a relevant bachelor's degree, often in finance, business, or a related field. Familiarity with underwriting software, financial modeling tools, and risk assessment systems is typically required, and some programs value progress toward professional designations like CPCU. Effective communication, problem-solving, and decision-making abilities help candidates excel in evaluating applications and collaborating with colleagues. These skills ensure accurate risk assessment, sound decision-making, and contribute to the organization's profitability and compliance.

How do you train to be an underwriter?

Training to become an underwriter typically involves completing a relevant bachelor's degree in finance, business, or a related field, followed by on-the-job training where new underwriters learn company-specific policies and risk assessment techniques. Many employers also offer specialized training programs or certifications, such as the Chartered Property Casualty Underwriter (CPCU), to develop skills in underwriting principles and industry standards.
What job categories do people searching Underwriter Training Program jobs in Connecticut look for? The top searched job categories for Underwriter Training Program jobs in Connecticut are:
Infographic showing various Underwriter Training Program job openings in Connecticut as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $75,036 per year, or $36.1 per hour.
Underwriting Trainee - Small Business Casualty

Underwriting Trainee - Small Business Casualty

CapSpecialty, Inc

Hartford, CT • On-site

$61K - $87K/yr

Full-time

Life, Retirement, PTO

Posted yesterday


Job description

This is a hybrid position requiring 3 days in office at our Hartford, CT office location.#LI-Hybrid
At CapSpecialty, we are a specialty underwriting company being driven by well-informed, entrepreneurial and proactive employees. Come join our exciting company where you can really make an impact, and each individual's unique skills and talents are recognized and valued. You will find an accessible leadership team that welcomes opinions and ideas. We owe much of our success to our collaborative environment and set of three guiding principles rooted in customer-centricity, employee excellence and corporate culture.
We offer competitive compensation and benefits packages - including an innovative open vacation plan, generous paid sick and parental leave, fully vested matching 401k, company-paid group term life insurance and short- & long-term disability plans, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance. Please see our full list of Total Rewards here.
CapSpecialty is seeking college graduates for a year-long Underwriting Trainee position on our new Small Business Casualty Underwriting team. Candidates who successfully complete the program will become Underwriters. As an Underwriting Trainee, the individual will get hands on training within the Small Business Underwriting Unit, in addition to time spent with various department heads and leaders across the company to learn more about insurance operations, the history of CapSpecialty, how insurance companies generate profits and the role of reinsurance. Trainees will learn the basics of how to underwrite specialty lines insurance, analyze financial statements, interpret a policy form and interact with CapSpecialty's wholesale broker partners. Trainees will participate in department meetings, roundtables, Joint Accountability Groups (JAGs) and large claim meetings as appropriate. Trainees will spend time with Actuarial, Business Development, Claims and Portfolio Management, in addition to accompanying members of the underwriting team on marketing visits. Formal performance evaluations will occur at three, six, nine and 12 months. The Underwriting Training program is designed to provide candidates with the knowledge and skills required to begin a successful underwriting career.
Duties/Responsibilities:
  • Become immersed in the learned insurance principles in order to gain a basic understanding of how to evaluate a risk and an ability to move into a production role upon completion of the Underwriting Training program.
  • Apply underwriting analysis on actual accounts to support production underwriters.
  • Develop relationships with assigned brokers.
  • Perform other duties as needed.

Supervisory Responsibilities:
None.
Core Competencies:
  • Superior oral and written communication skills coupled with sales skills and an ability to develop relationships with brokers.
  • Skilled in the use of personal computers, the internet and multiple software applications and programs.
  • Ability to work independently, problem solve and meet deadlines while also working on a team as a team player.
  • Strong organizational skills with an attention to detail.

Education and Experience:
  • Bachelor's degree from an accredited college.
  • Previous office experience helpful.

Physical Demands:
  • Prolonged periods of sitting at a desk and working on a computer.
  • May be required to lift up to 10 lbs. at times.
  • May require business travel up to 15%.

CapSpecialty is a leading provider of specialty insurance and bonds for small- to mid-sized businesses in the U.S., offering casualty, professional liability, surety and fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty's creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty is an operating subsidiary of Berkshire Hathaway, and its carriers have an A+ ("Superior") rating from A.M. Best, writing both admitted and non-admitted policies. For more information, please visit CapSpecialty.com.
Apply today!
Equal Employment Opportunity Employer