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Underwriter Trainee Jobs in Vermont (NOW HIRING)

Texas Roadhouse

To-Go

Williston, VT · On-site

$14.42 - $30/hr

At Texas Roadhouse, we are a people-first company that just happens to serve steaks. Legendary Food and Legendary Service is who we are. We're about loving what you're doing today and preparing you ...

Texas Roadhouse

To-Go

Williston, VT · On-site

$14.42 - $30/hr

At Texas Roadhouse, we are a people-first company that just happens to serve steaks. Legendary Food and Legendary Service is who we are. We're about loving what you're doing today and preparing you ...

All JobsUnderwriter JobsUnderwriter Trainee JobsUnderwriter Trainee Jobs in Vermont

Underwriter Trainee information

See Vermont salary details

$34.6K

$83.9K

$148.3K

How much do underwriter trainee jobs pay per year?

As of Aug 28, 2026, the average yearly pay for underwriter trainee in Vermont is $83,868.00, according to ZipRecruiter salary data. Most workers in this role earn between $64,900.00 and $92,500.00 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 Vermont?

The most popular types of Underwriter jobs in Vermont are:

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

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

Underwriter Trainee jobs near you
Infographic showing various Underwriter Trainee job openings in Vermont as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 75% In-person, and 25% Remote job distribution, with an average salary of $83,868 per year, or $40.3 per hour.

Executive Underwriter Commercial Lines

Bennington, VT • On-site

Church Pension Group
Finance and Insurance • 201 - 500 employees
Learn more about Church Pension Groupexternal

$99K - $132K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 27 days ago

Job description

For more than 90 years, The Church Insurance Companies (CIC) has focused on providing The Episcopal Church with broad, cost-effective property and casualty coverage, as well as unique risk management strategies and tools. This team takes a disciplined, financially sustainable, and hands-on approach.
The Executive Underwriter for Commercial Lines role combines hands-on underwriting of a highly experienced commercial lines underwriter, with enterpriselevel referral authority, strategic influence over underwriting appetite, and leadership in underwriting policy, guideline development, and quality oversight. This individual contributor works directly in support of the Chief Underwriting Officer (CUO) and plays a key role in executing underwriting initiatives, reinforcing underwriting discipline, and advancing strategic priorities across the company. The ExecutiveUnderwriter also provides technical mentorship, and ensures alignment with CIC's underwriting philosophy, and corporate strategy.
ESSENTIAL DUTIES AND RESPONSIBILITIES include the following. Other duties may be assigned.
  • Underwrite highexposure or strategically significant Commercial Lines accounts within highest delegated authority.
  • Serve as a technical resource to Commercial Lines underwriting staff, ensuring consistent risk selection, pricing adequacy, coverage application, and documentation quality across the book of business.
  • Partner with Directors and underwriting leadership in shaping Commercial Lines underwriting strategy.
  • Assist in the training, coaching and informal mentoring of Commercial Lines underwriting staff.
  • Support CUOsponsored initiatives aimed at enhancing operational efficiency, strengthening internal controls, and improving underwriting consistency.
  • Participate in the development, review, and ongoing maintenance of Commercial Lines underwriting guidelines, authority levels and department policy and procedures.
  • Lead and manage the quality control program for underwriting staff; performing file reviews to ensure:
    • Compliance with underwriting guidelines and authority
    • Appropriate risk evaluation and pricing rationale
    • Coverage accuracy and documentation completeness
  • Serve as a primary referral authority for commercial underwriting submissions exceeding standard underwriter authority.
  • Manage and foster critical third-party relationships with key partners to ensure provided products and services meet or exceed the needs of our customers.
  • Effective performance of the essential functions of this position requires regular in-person, on-site interaction with colleagues, both for purposes of relationship building and meaningful collaboration
  • Complete special projects as assigned
QUALIFICATIONS
  • Strong analytical and technical skills with decisionmaking abilities, especially on large or complex accounts
  • Ability to strengthen underwriting performance through leadership, mentorship, and technical expertise.
  • Ability to work independently or in a collaborative environment with professionals of diverse backgrounds
  • Professional verbal and written communication skills
  • Strong interpersonal skills
  • Ability to positively influence team culture through collaboration, service focus, and continuous improvement.

EDUCATION & EXPERIENCE

  • Bachelor's Degree preferred
  • 5+ years of progressive commercial underwriting experience in underwriting property and casualty insurance.
  • Professional designations such as CPCU is strongly preferred.
PHYSICAL DEMANDS
Extensive use of a computer keyboard is a demand of the position to perform the essential functions of this job successfully.
WORK ENVIRONMENT
Currently, hybrid work environment, which requires working in CIC's office Tuesdays through Thursdays and exibility to work remotely on Mondays and Fridays. Church Pension Group employees must maintain a professional, compassionate, and trustworthy work environment always. Reasonable accommodations may be made to enable someone with a disability to perform the essential functions of the job within this environment.

Salary Range: $99,000 - $132,000

Join us and Create A Better Future For Yourself!

Flexible Benefits available to eligible employees:

  • Medical (including Vision)
  • Dental
  • Supplemental Dental

Core Benefits automatically provided to eligible employees:

  • Employer funded defined benefit pension plan (five year vesting)
  • Employee Life Insurance
  • Spouse and Dependent Life Insurance
  • Accidental Death and Dismemberment (AD&D) Insurance
  • Short-Term Disability (STD) coverage
  • Long-Term Disability (LTD) coverage (elected as either pre-tax or after-tax)
  • Business Travel Accident Insurance
  • Worker's Compensation
  • Employee Assistance Program
  • Retiree health insurance (eligible after 10 years)
  • Retiree life insurance

Elective Benefits available to eligible employees:

  • 401(k) with matching contributions (immediate vesting)
  • Flexible Spending Accounts (FSAs)
  • Commuter Benefits
  • New York's 529 College Savings Program (NY State residents)

Educational Assistance Program available to eligible employees

Maternity/Paternity Leave available to eligible employees

Time Off available to eligible employees: Vacation, Sick, Personal and Holidays

You may also be eligible to participate in a discretionary annual incentive program, subject to the rules governing the program, whereby an award, if any, depends on various factors, including, without limitation, individual and organizational performance.
In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire. Please understand that, as a general policy, CPG does not sponsor visas.


CPG is an equal opportunity employer. We are committed to fair hiring practices and do not discriminate against job applicants or employees based on any protected characteristics. We also celebrate diversity and are committed to creating an inclusive environment for all employees.

If you are a CPG employee, please use your CPG email address when creating your profile to apply.

Employment Type: Regular Full Time

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