Underwriting Supervisor - West Bend Express
About The Position
The Underwriting Supervisor provides day-to-day leadership for an assigned group of Underwriters, ensuring underwriting quality, consistency, and productivity. The role focuses on coaching and performance oversight, including supporting associates who are newer to underwriting, executing underwriting initiatives, and driving continuous improvement. The supervisor also serves as a key connection between Underwriting associates and leadership. The position is hybrid, with two remote days and three onsite days per week at the West Bend or Madison, Wisconsin offices. The internal application deadline is November 11, 2026; external applications are accepted on a rolling basis while the position remains open.
Requirements
- Seven years of experience in commercial multi-line underwriting.
- 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.
Nice To Haves
- Prior leadership, supervisory, or lead experience.
- Bachelor’s degree in Business, Insurance, or a related field.
- Completion of the Associate in Underwriting program and CPCU designation.
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.
Benefits
- Medical and prescription insurance
- Health Savings Account
- Dental insurance
- Vision insurance
- Short- and long-term disability
- Flexible Spending Accounts
- Life and Accidental Death & Disability insurance
- 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, prorated based on month of hire, with enhanced PTO potentially available for experienced candidates
- Performance-based bonus eligibility
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
