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Underwriter Trainee Jobs (NOW HIRING)

Brookfield

Underwriting Trainee, Casualty

Chicago, IL · On-site

$61K - $75K/yr

Company Argo Group is an underwriter of specialty insurance products in the property and casualty ... Underwriting Trainee, Casualty Argo /Farm Family currently has an exciting opportunity for an ...

Brookfield

Underwriting Trainee, Casualty

New York, NY

$61K - $75K/yr

Company Argo Group is an underwriter of specialty insurance products in the property and casualty ... Underwriting Trainee, Casualty Argo /Farm Family currently has an exciting opportunity for an ...

Tokio Marine HCC

Underwriting Trainee

Sacramento, CA · On-site

$27.95 - $38.41/hr

Trainees progress during the second and subsequent years into Surety Underwriter positions at a branch location with greater underwriting and leadership responsibility. Timeline and Performance ...

Tokio Marine HCC

Underwriting Trainee

Sacramento, CA · On-site

$27.95 - $38.41/hr

Trainees progress during the second and subsequent years into Surety Underwriter positions at a branch location with greater underwriting and leadership responsibility. Timeline and Performance ...

Tokio Marine HCC

Underwriting Trainee

Los Angeles, CA · On-site

$27.95 - $38.41/hr

Within one year of being hired, the Trainee will become an AFSB Certified Underwriter with in-depth working knowledge of Tokio Marine HCC - Surety Group operations, policies and practices, and the ...

Tmhcc

Underwriting Trainee

Los Angeles, CA

$27.95 - $38.41/hr

Within one year of being hired, the Trainee will become an AFSB Certified Underwriter with in-depth working knowledge of Tokio Marine HCC - Surety Group operations, policies and practices, and the ...

Auto-Owners Insurance

Underwriter

Peoria, IL · On-site

$83K/yr

Underwriting Trainee A career at Auto-Owners is challenging and rewarding. Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss ...

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Underwriter Trainee information

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$32.5K

$78.9K

$139.5K

How much do underwriter trainee jobs pay per year?

As of Jun 5, 2026, the average yearly pay for underwriter trainee in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Underwriter Trainee, and why are they important?

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 hard is it to get a job as an underwriter?

Securing a position as an underwriter can be competitive, often requiring a bachelor's degree in finance, economics, or a related field, along with strong analytical skills. Entry-level roles may be accessible with relevant internships or certifications, but advancing typically involves gaining experience and industry knowledge, such as familiarity with underwriting software and risk assessment techniques.
More about Underwriter Trainee jobs
What cities are hiring for Underwriter Trainee jobs? Cities with the most Underwriter Trainee job openings:
What are the most commonly searched types of Underwriter jobs? The most popular types of Underwriter jobs are:
What states have the most Underwriter Trainee jobs? States with the most job openings for Underwriter Trainee jobs include:
What job categories do people searching Underwriter Trainee jobs look for? The top searched job categories for Underwriter Trainee jobs are:
Underwriter Trainee jobs near you
Infographic showing various Underwriter Trainee job openings in the United States as of May 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.

Underwriting Trainee, Casualty

Brookfield

Chicago, IL • On-site

$61K - $75K/yr

Other

Medical, Dental, Vision, Retirement, PTO

Posted 21 days ago

Job description

Company

Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc.


Job Description

Underwriting Trainee, Casualty

Argo /Farm Family currently has an exciting opportunity for an Underwriter Trainee to join our team.

This is a production underwriting position responsible for marketing, underwriting, and processing of our Casualty line of business.

This role will work on-site 5x per week at our Chicago or New York City office location.

The primary duties and responsibilities of the role are:

  • Under supervision, analyze and underwrite new and renewal submissions.
  • Learn and develop an understanding of the professional lines insurance marketplace. This includes policy contract language and intent.
  • Take accounts through the new business and renewal process, including but not limited to quote, bind, and issue.
  • Participate in the marketing and communication of our products and services to our retail and wholesale brokers.
  • Develop broker relations as well as establish new relationships to attract business opportunities.
  • Attend client and broker meetings as requested with other Argo Pro representatives.
  • Become aware and informed of the evolving economic and insurance marketplace to form a basis of understanding of professional lines underwriting trends, legal developments and concerns.
  • Special projects and assignments as requested.

Core qualifications and requirements for this position include:

  • A genuine excitement to not only meet but exceed our customers' expectations on each and every interaction with the customer.
  • An ongoing desire to continually improve and enhance your skill level through continuing education and self-development.
  • A bachelor's degree from an accredited university
  • Ability to negotiate a strong position while balancing the needs of the client and our underwriting strategy
  • Adaptability, flexibility, and resourcefulness to meet the demands of a fast-paced environment that is constantly evolving
  • A strong focus on execution in getting things done right. We are looking for people with a proven ability to consistently produce and deliver expected results.
  • Excellent ability to collect, analyze, and apply information within our underwriting guidelines with accuracy and good judgment
  • We look for individuals who can take direction and suggestions but can demonstrate resourcefulness and initiative to attempt resolutions on their own.
  • A working knowledge of computer programs, including Excel, Outlook, and Word.
  • Excellent organization skills and strong oral and written communication skills are required.
  • Ability to interact and communicate with various levels of the organization to cross-sell or address processing requirements.
  • Ability to work independently with guidance and procedures provided.

The base salary range provided below is typical for hires in those geographic areas only and will be commensurate with the candidate's experience. Pay ranges for candidates in other locations may differ based on the cost of labor in that location. In addition to base salary, this position is eligible for an annual bonus based on company and individual performance as well as a generous benefits package.

  • Chicago Pay Range: $56,000 - $70,000
  • New York City Pay Range: $61,000 - $75,000

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PLEASE NOTE:

Applicants must be legally authorized to work in the United States. At this time, we are not able to sponsor or assume sponsorship of employment visas.

If you have a disability under the Americans with Disabilities Act or similar state or local law and you wish to discuss potential reasonable accommodations related to applying for employment with us, please contact our Benefits Department at 210-321-8400.

Notice to Recruitment Agencies:
Resumes submitted for this or any other position without prior authorization from Human Resources will be considered unsolicited. BWS and / or its affiliates will not be responsible for any fees associated with unsolicited submissions.

We are an Equal Opportunity Employer. We do not discriminate on the basis of age, ancestry, color, gender, gender expression, gender identity, genetic information, marital status, national origin or citizenship (including language use restrictions), denial of family and medical care leave, disability (mental and physical) , including HIV and AIDS, medical condition (including cancer and genetic characteristics), race, religious creed (including religious dress and grooming practices), sex (including pregnancy, child birth, breastfeeding, and medical conditions related to pregnancy, child birth or breastfeeding), sexual orientation, military or veteran status, or other status protected by laws or regulations in the locations where we operate. We do not tolerate discrimination or harassment based on any of these characteristics.

The collection of your personal information is subject to ourHR Privacy Notice

Benefits and Compensation

We offer a competitive compensation package, performance-based incentives, and a comprehensive benefits program-including health, dental, vision, 401(k) with company match, paid time off, and professional development opportunities.

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