Demo

Small Business Underwriting Trainee

Westfield Insurance
Westfield, OH Full Time
POSTED ON 10/28/2026
AVAILABLE BEFORE 12/10/2026
Job Summary

The Small Business Trainee, working under direct supervision, is responsible to acquire knowledge, experience, skills, and business acumen in the assigned area. The role completes educational, work, and relationship building experiences and participates and engages in all assignments/experiences, soliciting feedback regarding performance, and closing gaps in his/her knowledge, skills, and business acumen. In addition, the role also establishes a strong foundation by building relationships and identifying resources that will help them in their career.

Job Responsibilities

  • Works to acquire the knowledge, experience, skills, and business acumen in the assigned area, which helps in the trainee's development towards the goal of becoming a professional in the respective department.
  • Assists leader, team, or business unit with work assigned to them.
  • This often includes, but is not limited to, project work and coverage of day-to-day activities.
  • Develops business acumen through interactions and shadowing with other professionals.
  • Attends business unit meetings, executes research, and creates and delivers presentations as assigned.
  • Prepares for and engages in one-on-one, on-line, and on-the-job learning/educational assignments/ experiences.
  • Develops operating knowledge of Company standardized hardware, software programs, third-party software, and processing procedures.
  • Works toward developing an understanding of key concepts and appropriate business skill application through learning programs, structured on the job experiences, and active participation and engagement in all team building, observation and practice activities.
  • Solicits reinforcing and constructive feedback from leader, peer coaches and others in the organization and incorporates feedback into development.
  • Identifies resources, best practices, and external networking opportunities to monitor pertinent industry activity and trends.
  • Maintains awareness, understanding, and compliance with internal policies and procedures, laws, and regulations appropriate for this position.

Job Qualifications

  • High School Diploma or General Education Diploma (GED) and/or commensurate experience.
  • Bachelor's degree in Risk Management, Finance, or Business preferred.

Location

  • Hybrid - defined as working three or more days per week in the office

Start Date

  • June 2027

Behavioral Competencies

  • Collaborates
  • Customer focus
  • Communicates effectively
  • Decision quality
  • Nimble learning

Technical Skills

  • Business Analysis
  • Data Management
  • Data Entry
  • Insurance Operations
  • Insurance Policies
  • Insurance Industry Knowledge
  • Information Systems
  • Data Analysis and Reporting

This job description describes the general nature and level of work performed in this role. It is not intended to be an exhaustive list of all duties, skills, responsibilities, knowledge, etc. These may be subject to change and additional functions may be assigned as needed by management.

About Us

Founded in 1848, Westfield is a global leader in property and casualty insurance, delivering superior risk insights and innovative solutions to customers through a diverse portfolio of insurance products. Westfield underwrites commercial, personal, surety, and specialty lines of coverage through a network of leading independent agents and brokers in the United States and specialty products through Lloyd’s of London Syndicate 1200. As a mutual insurance company with more than 3,000 employees, Westfield has revenues in excess of $4 billion and more than $10 billion in assets.

Equal Opportunity Employer

United States: All applicants receive consideration for employment without regard to race, color, sex, religion, national origin, age, sexual orientation, gender identity, disability, or status as a protected veteran.

United Kingdom: Westfield is committed to equality of opportunity for all staff and applications from individuals are encouraged regardless of age, disability, sex, gender reassignment, sexual orientation, pregnancy and maternity, race, religion or belief and marriage and civil partnerships.

Salary.com Estimation for Small Business Underwriting Trainee in Westfield, OH
$121,952 to $153,416
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Small Business Underwriting Trainee?

Sign up to receive alerts about other jobs on the Small Business Underwriting Trainee career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$69,261 - $91,404
Income Estimation: 
$88,031 - $110,533
Income Estimation: 
$94,544 - $118,022
Income Estimation: 
$87,462 - $118,395
Income Estimation: 
$90,329 - $120,891
Income Estimation: 
$133,026 - $172,136
Income Estimation: 
$173,898 - $215,349
Income Estimation: 
$175,869 - $224,608
Income Estimation: 
$226,328 - $346,983
Income Estimation: 
$181,348 - $253,947
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Westfield Insurance

  • Westfield Insurance York, NY
  • Job Description The Executive Assistant provides high‑level administrative and operational support to the WSP Chief Financial Officer and the Executive Vic... more
  • Just Posted

  • Westfield Insurance Westfield, OH
  • Job Description Job Summary: The Territory Leader (Western Zone) is responsible for driving profitable small business growth across a multi-state territory... more
  • 1 Day Ago

  • Westfield Insurance Westfield, OH
  • Job Summary The Small Business Senior/Lead Underwriter owns their territory and partners with the Territory Manager to execute strategic priorities, drive ... more
  • 1 Day Ago

  • Westfield Insurance Westfield, OH
  • Job Summary The Integrated Communications Lead working under minimal supervision, is responsible for designing and executing strategic outcome-based commun... more
  • 1 Day Ago


Not the job you're looking for? Here are some other Small Business Underwriting Trainee jobs in the Westfield, OH area that may be a better fit.

  • Westfield Insurance Westfield, OH
  • Job Summary The Middle Market Trainee, working under direct supervision, is responsible to acquire knowledge, experience, skills, and business acumen in th... more
  • 3 Days Ago

  • Westfield Insurance Westfield, OH
  • Job Summary The Agribusines Trainee, working under direct supervision, is responsible to acquire knowledge, experience, skills, and business acumen in the ... more
  • 3 Days Ago

AI Assistant is available now!

Feel free to start your new journey!