Underwriting Supervisor - Workers Comp

Company Overview

Recognized as a Milwaukee Journal Sentinel Top Workplace for 14 consecutive years, including three years of being honored as number one! Join us at West Bend, where we believe that our associates are our greatest asset. We hire talented individuals who are conscientious, dedicated, customer focused, and able to build lasting relationships. We create and maintain an environment where you feel a sense of belonging and appreciation. Your diversity of thought, experience, and knowledge are valued. We’re committed to fostering a welcoming culture, offering you opportunities for meaningful work and professional growth. More than a workplace, we celebrate our successes and take pride in serving our communities.

Job Summary

This leadership role is responsible for managing a geographic underwriting operation, including supervising underwriting staff, driving profitable growth, overseeing underwriting decisions, strengthening agency relationships, and developing team members through coaching and performance management. The ideal candidate brings at least eight years of property and casualty insurance experience, including leadership experience, strong analytical and communication skills, a bachelor's degree, and preferably a CPCU designation.

 

Work Location

This position offers a hybrid work schedule. Candidates who are located within 50 miles of a West Bend office location will work a hybrid schedule for collaboration days, team meetings or other in-person events. The position can be based in West Bend or Madison.

 

The internal deadline to apply is 08/12/2026.  External applications will be accepted on a rolling basis while the position remains open.

Responsibilities & Qualifications

Summary of Responsibilities

 

• Accountable for the management of a geographic underwriting operation, including Supervisors, Underwriters, and Assistant Underwriters, which could consist of home office or field associates.
• Foster agency relationships in assigned territory, through in person travel. 
• Oversee the acceptance, declination, and pricing of risks.
• Counsel and mentor assigned group of Underwriters on complicated risks and review underwriting decisions on risk exceeding their authority.
• Accountable for profitable growth and performance of book of business.
• Make recommendations or implement underwriting guidelines or pricing adjustments when appropriate.
• Responsible for the training and mentoring of associates, as well as initiating personnel actions such as salary adjustments, performance evaluations, promotions, etc. 

 

Preferred Experience and Skills

 

• 8 years of professional experience in the property/casualty insurance industry with at least 3 years in a leadership role
• Leadership skills, with the ability to mentor and develop others
• Analytical, organizational, planning and communication skills
• Valid drivers license

 

Preferred Education and Training

 

• Bachelor’s degree in Business, Insurance or related field
• CPCU designation

Salary Statement

The salary range for this position is $123,659.00-$154,574.00

 

The actual base pay offered to the successful candidate will be based on multiple factors, including but not limited to job-related knowledge/skills, experience, business needs, geographical location, and internal equity.  Compensation decisions are made by West Bend and are dependent upon the facts and circumstances of each position and candidate. 

Benefits

West Bend offers a comprehensive benefit plan including but not limited to:   

 

• Medical & Prescription Insurance  

• Health Savings Account  

• Dental Insurance  

• Vision Insurance  

• Short and Long Term Disability  

• Flexible Spending Accounts  

• Life and Accidental Death & Disability   

• Accident and Critical Illness Insurance  

• Employee Assistance Program  

• 401(k) Plan with Company Match  

• Pet Insurance  

• Paid Time Off. Standard first year PTO is 17 days, pro-rated based on month of hire. Enhanced PTO may be available for experienced candidates 

• Bonus eligible based on performance  

• West Bend will comply with any applicable state and local laws regarding employee leave benefits, including, but not limited to providing time off pursuant to the Colorado Healthy Families and Workplaces Act for Colorado employees, in accordance with its plans and policies.

EEO

West Bend provides equal employment opportunities to all associates and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, and promotion.

 

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