Associate Underwriter; 2027 Class

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.

The Associate Underwriter is a Commercial Enterprise role designed to build foundational insurance and underwriting knowledge through structured training, guided practice, and hands‑on experience. The position begins within West Bend Express (WBE), where the associate evaluates assigned small market new business submissions while developing the judgment, technical skills, and agency relationships needed for future underwriting opportunities across Commercial Enterprise.

This position is an in‑office role located in West Bend or Madison WI. No remote opportunities for this position are available at this time.

The Associate Underwriter participates in a structured onboarding experience within WBE that combines formal learning, practical application, coaching, and feedback. The program is intended to provide consistent foundational development while allowing associates to build confidence and progressively apply underwriting skills in day‑to‑day work.

• Complete assigned training and development activities.
• Apply learning through guided review of new business submissions and progressively more independent underwriting decisions.
• Partner with leaders, trainers, mentors, and underwriting colleagues to strengthen technical knowledge and decision‑making.
• Demonstrate proficiency in underwriting fundamentals, systems, workflows, documentation, service, and agency communication.
• Prepare for future underwriting opportunities within Commercial Enterprise. Advancement and placement are based on demonstrated proficiency, business needs, and available opportunities.

• Underwrite assigned Commercial Enterprise new business submissions, within the small market segment.
• Evaluate exposure, coverage needs, pricing considerations, and overall insurability in accordance with established appetite, guidelines, best practices, and Letter of Authority.
• Gather, review, and analyze underwriting information needed to make or support sound decisions.
• Communicate underwriting decisions, questions, and next steps clearly and professionally with agency partners.
• Support written premium, profitability, quality, and service goals through timely and accurate underwriting decisions in a fast‑paced environment.
• Document underwriting files with appropriate detail, rationale, and clarity.
• Use underwriting systems and workflow tools accurately and efficiently.
• Seek feedback, apply coaching, and demonstrate continued progress toward underwriting independence.
• Build productive agency relationships and cultivate West Bend culture and values in each interaction.
• Complete other duties and development activities as assigned.

• Organizational and analytical skills.
• Oral and written communication skills.
• Demonstrated ability to work independently and collaboratively.
• Proficient in Microsoft Office Suite.
• Fluent in system navigation and workflow management tools.
• Ability to gather and analyze underwriting…