Full-Time

Commercial Enterprise Training Manager

Deadline 8/14/27
West Bend Insurance

West Bend Insurance

1,001-5,000 employees

Property, auto, and business insurance provider

Compensation Overview

$109.4k - $136.8k/yr

+ Performance-based bonus

Madison, WI, USA + 2 more

More locations: Appleton, WI, USA | West Bend, WI, USA

Hybrid

Hybrid schedule for candidates within 50 miles of a West Bend office; collaboration days, team meetings, or other in-person events are required.

Bachelor's

Category
Training

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Requirements
  • Eight years of experience in insurance or training.
  • Three years of supervisory experience.
  • Leadership skills with the ability to coach, mentor, and develop others.
  • Analytical and communication skills.
  • Problem-solving skills.
  • Ability to build collaborative relationships.
  • A bachelor's degree in Business, Insurance, or a related field.
  • Associate in General Insurance designation(s).
Responsibilities
  • Lead the training team in fostering a culture of lifelong learning and supporting a positive associate learning experience.
  • Manage a team of trainers and other teams as assigned by providing mentorship, guidance, and support in their professional development.
  • Oversee the performance management, career development, and training of team members.
  • Manage the research, development, and delivery of training content for insurance coverage and content under the learning pillars.
  • Apply adult learning principles to the instructional design and training delivery of courses offered.
  • Evaluate and implement approaches to make learning experiences more accessible, agile, and impactful for learners.
  • Design and manage training programs for both new and experienced associates, with a focus on enhancing knowledge and key technical skills.
  • Develop training plans for new product and service rollouts.
  • Analyze training effectiveness for continuous improvement.
  • Work closely with leadership and other key stakeholders to identify learning needs and develop customized training solutions.
  • Collaborate with cross-functional teams to build relationships and develop enterprise-wide training opportunities.

West Bend Insurance provides property and casualty insurance for individuals and businesses, including home, auto, and commercial lines. Its products are operated through standard insurance policies that cover risks, with a claims process designed to help customers recover from losses; the company emphasizes service, reliability, and a long-standing rating of A (Excellent) or better from A.M. Best since 1971. Founded after a devastating 1871 fire, the firm centers its mission on helping customers through problems and adversity, promising that negatives can yield positives, and committing to do the right thing and be there when customers need them. The goal is to protect people and property while earning trust by consistently delivering support and solutions in times of need, distinguishing itself through a history of resilience and customer-focused service.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

West Bend, Wisconsin

Founded

1894

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Simplify Jobs

Simplify's Take

What believers are saying

  • West Bend expanded ZestyAI in 2024, improving residential-risk selection and renewal decisions.
  • Guidewire Cloud adoption should cut legacy IT burden and support line-by-line claims rollout.
  • Jacques' 2024 promotion keeps strategy continuity while emphasizing growth optimization and data analytics.

What critics are saying

  • No Joke, Inc. v. West Bend settled depreciation claims in 2025, signaling claims-practice scrutiny.
  • Six new 2026 contract lawsuits and recurring property disputes pressure loss-adjustment and collections workflows.
  • A failed Guidewire or ZestyAI rollout would weaken underwriting speed, claims quality, and margins quickly.

What makes West Bend Insurance unique

  • West Bend pairs mutual-insurance discipline with long-tenured leadership under Rob Jacques, named CEO in 2024.
  • Its underwriting uses ZestyAI property analytics, adding aerial-imagery-driven precision across personal lines renewals.
  • Guidewire ClaimCenter on Cloud modernizes claims operations with EY implementation and Predict analytics.

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Benefits

Health Insurance

Health Savings Account/Flexible Spending Account

Dental Insurance

Vision Insurance

Disability Insurance

Life Insurance

401(k) Retirement Plan

401(k) Company Match

Pet Insurance

Paid Vacation

Hybrid Work Options

Remote Work Options

Performance Bonus

Employee Assistance Program

Company News

Sentry Insurance
Apr 28th, 2025
West Bend named a Top Workplace for 14th consecutive year

West Bend Insurance Company was recently named a Top Workplace in Southeastern Wisconsin and Madison!

Richland Hospital
Mar 4th, 2025
The Richland Hospital Foundation Receives a 10k Grant

The Richland Hospital Foundation is thrilled to announce that The Richland Hospital, Inc. has received a generous $10,000 grant from West Bend Insurance through their Spirit of the Silver Lining Grant Program!

Reinsurance News
Sep 24th, 2024
West Bend enhances underwriting with ZestyAI's AI-powered risk analytics

West Bend Insurance Company has expanded its partnership with ZestyAI to incorporate more AI-powered risk analytics into its underwriting process.

Sentry Insurance
Sep 10th, 2024
West Bend recognized as a Best Place to Work in Insurance for 15th consecutive year

West Bend Insurance Company is honored to again be recognized as one of the companies in the insurance industry with the highest levels of employee engagement and satisfaction.

Gmtoday
Jul 30th, 2024
Lannon Stone sues insurer over coverage

Lannon Stone Products filed suit against the West Bend Mutual Insurance Co. in Waukesha County Circuit Court, seeking a jury trial in the matter.