Training & Learning Architect

Position Summary:

The Training & Learning Architect strengthens the League’s mission by delivering high-quality trainings that support municipal leaders in core loss protection areas, advancing the adoption and impact of the League’s Learning Management System (LMS), and contributing to continuous process improvement across the education portfolio.

This role is member-centered at its core: ensuring that every training, digital product, and process is responsive to the real needs of Wisconsin’s municipalities. The position emphasizes hands-on training delivery, leveraging data to shape education priorities, and driving adoption of innovative learning products.

Key Responsibilities:

Training Delivery & Data-Driven Strategy (≈ 50%)

• • Deliver in-person and digital trainings for municipal leaders, ensuring sessions are practical, accessible, and aligned with loss protection priorities.
  • Monitor participant engagement and outcomes, using training data and feedback to identify trends and guide future education priorities.
  • Collaborate with League staff and subject matter experts to align training delivery with broader organizational goals.
  • Recommend refinements to strengthen training impact and expand reach across member communities.

LMS Product Management & Member-Centered Adoption (≈ 30%)

• • In partnership with the Director of Training and Member Services, serve as product manager for the League’s LMS, managing its products, features, and user experience.
  • Lead change management and adoption efforts to ensure members use the platform as a trusted resource.
  • Translate member needs into product requirements and prioritize enhancements in partnership with vendors and staff.
  • Ensure resources within the LMS are curated, structured, and updated to reflect member priorities and evolving best practices.
  • Analyze usage data to measure impact, inform platform strategy, and support continuous improvement.

Conference Programming & Process Innovation (≈ 20%)

• • Contribute to the educational design of League conferences, focusing on program strategy, session selection, and process improvement.
  • Strengthen conference planning by developing core systems and processes that streamline program development, clarify team roles, and ensure milestones are met.
  • Support speaker engagement and content alignment to ensure strong educational outcomes.
  • Apply process and change management skills to streamline workflows, improve efficiency, and scale the impact of education initiatives.

Qualifications:

Required:

• • 3+ years of experience in training delivery, professional development, or adult learning.
  • Proven facilitation skills and ability to engage diverse audiences.
  • Strong project management and organizational skills, with experience in process improvement or change management.
  • Ability to analyze and interpret training or platform data to inform strategy.
  • Familiarity with learning technologies and ability to champion platform adoption.

Preferred:

• • Experience managing or serving as product owner for a Learning Management System (preferably Elevate).
  • Experience in a nonprofit, association, or municipal training environment.
  • Familiarity with risk management, municipal loss prevention, or public administration.
  • Bachelor’s degree in education, Communications, Public Administration, or related field.

Supervision:

This position reports to the Director of Training and Member Services. This position does not currently have supervisory responsibilities but may be assigned direct reports in the future as education and training services of the League and League Insurance expand.

Compensation and Benefits:

The salary will be competitive and commensurate with experience, with an anticipated starting range of $85,000–$95,000 annually. A comprehensive benefits package is included, featuring participation in the Wisconsin Retirement System (WRS) pension program and the Employee Trust Fund (ETF) health plan.

Physical Demands and Working Environment:

The conditions herein are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform these essential job functions.

Environment: The role follows a hybrid work schedule. Employees are required to be in office a set number of days each week. During the initial onboarding period (first 90 days), the expectation is that the employee will work on site more frequently to ensure successful training, collaboration, and team integration.

Physical: Incumbents require sufficient mobility to work in an office setting and operate office equipment. Ability to set up displays and conference areas for presentations and set up and break down booths in conference settings by oneself. Ability to lift up to 20 pounds.

Vision: Vision sufficient to read small print, computer screens and other printed documents.

The salary will be competitive and commensurate with experience, with an anticipated starting range of $85,000–$95,000 annually. A comprehensive benefits package is included, featuring participation in the Wisconsin Retirement System (WRS) pension program and the Employee Trust Fund (ETF) health plan.