Underwriting Supervisor - West Bend Express

West Bend Insurance Company; West Bend (WI); Hybrid; USD 109,000 - 137,000; Full time

Benefits offered by this job

Medical & Prescription Insurance

Health Savings Account

Dental Insurance

Vision Insurance

Short and Long Term Disability

Flexible Spending Accounts

Life and Accidental Death & Disability

Pet Insurance

401(k) Plan with Company Match

Paid Time Off

Job summary

West Bend Insurance Company is seeking an Underwriting Supervisor to lead a team of underwriters, ensuring quality, consistency, and productivity through coaching and performance oversight. This role focuses on developing staff, driving underwriting initiatives, and serving as a critical link between frontline associates and leadership.

The position supports a hybrid work model with two remote days and three onsite days per week in Wisconsin, and requires a background in commercial multi-line

Qualifications

• 7 years of experience in commercial multi-line underwriting.
• Bachelor’s degree in Business, Insurance or related field; CPCU designation preferred.
• Strong coaching, feedback, and performance management skills.
• Ability to analyze data, identify trends, and translate insights into action.
• Excellent communication and organizational skills.

Responsibilities

• Provide day-to-day supervisory leadership for an assigned team of Underwriters.
• Coach and provide performance feedback; ensure adherence to guidelines.
• Execute underwriting initiatives and process changes.
• Review performance data; communicate insights to leadership.
• Support learning and development of new Underwriting associates.
• Participate in special projects to improve underwriting processes.
• Serve as escalation point for underwriting questions.

Skills

Commercial multi-line underwriting

Leadership / supervisory

Coaching & performance feedback

Data analysis & trend identification

Communication & organization

Multitasking under pressure

Education

Bachelor’s degree in Business, Insurance or related field

Associate in Underwriting program and CPCU designation

Job description

Company Overview

Recognized as aMilwaukee Journal SentinelTop 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

The Underwriting Supervisor provides day‑to‑day leadership for an assigned group of Underwriters, ensuring underwriting quality, consistency, and productivity. This role focuses on coaching, performance oversight for those who are newer to the underwriting position, execution of underwriting initiatives, and continuous improvement while serving as a key connection between Underwriting associates and leadership.

The internal deadline to apply is 11/11/2026. External applications will be accepted on a rolling basis while the position remains open.

Work Location

This position offers a hybrid work schedule of 2 days remote and 3 days onsite per week out of the West Bend or Madison, WI offices.

Responsibilities & Qualifications

Summary of Responsibilities

The Underwriting Supervisor provides day‑to‑day leadership for an assigned group of Underwriters, ensuring underwriting quality, consistency, and productivity. This role focuses on coaching, performance oversight, execution of underwriting initiatives, and continuous improvement while serving as a key connection between Underwriting associates and leadership.

Key Responsibilities

• Provide day‑to‑day supervisory leadership for an assigned team of Underwriters, with accountability for underwriting quality, consistency, and productivity.

• Support Underwriting associates through coaching, file reviews, referral guidance, and ongoing performance feedback to ensure adherence to underwriting guidelines and operational expectations.

• Execute underwriting initiatives, process changes, and workflow updates as directed by leadership; monitor adoption, effectiveness, and results.

• Review underwriting and operational performance data to identify trends, risks, and development opportunities; communicate insights and recommendations to leadership.

• Support learning and development of new Underwriting associates to ensure successful integration and skill development.

• Foster and participate in special projects and continuous improvement efforts aimed at enhancing underwriting processes, efficiency, and outcomes.

• Serve as an escalation point for underwriting questions and complex referrals, providing guidance consistent with established authority and guidelines.

Preferred Experience and Skills

• 7 years of experience in commercial multi-line underwriting.

• Prior leadership, supervisory, or lead experience preferred.

• Coaching, feedback, and performance management skills.

• Ability to manage multiple priorities in a fast‑paced underwriting environment while maintaining attention to detail and quality.

• Ability to analyze data, identify trends, and translate insights into action.

• Effective communication and organizational skills.

Preferred Education and Training

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

• Completion of Associate in Underwriting program and CPCU designation

Salary Statement

The salary range for this position is $109,432 - $136,790

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.