Underwriting Supervisor - Workers Comp

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.

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.

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.

• 8 years of professional experience in the property/casualty insurance industry with at least 3 years in a leadership role