Sentry · 11 hours ago
Associate Director - Learning
Stevens Point, WI
Full-time
Hybrid
Senior Level, Lead/Staff
8+ years expSentry is a leading mutual insurance company known for its commitment to employee growth and satisfaction. The Associate Director of Learning will lead teams in creating and executing learning strategies for associates across various business units, ensuring alignment with business goals and performance metrics.
Insurance
Responsibilities
Partner with Sentry leadership to assess and understand learning and performance needs/gaps in relationship to business strategies and goals
Collaborate with your teams on the design, development, and delivery of performance-based learning programs and solutions that positively impact business objectives
Oversee and ensure the effectiveness of technical learning programs in underwriting, sales, safety services, and operations, as well as support other assigned learning portfolios
Serve as a member of SentryU’s leadership team, contributing to enterprise-wide decisions related to learning and talent development at Sentry
Implement, monitor and analyze business metrics to ensure learning effectiveness while tracking and managing expenses
Manage a learning team, creating an inclusive, engaging and motivating work environment and providing ongoing coaching and support
Qualification
Required
Bachelor's Degree or equivalent work experience
Minimum of 8 years of previous work experience in P&C insurance
Prior experience leading a business learning and development team and cultivating relationships with senior executives
Demonstrated performance consulting, workplace learning design, presentation, and facilitation skills and experience
Previous experience managing people; managing managers a plus
Strong project management and organization skills
Experience linking learning and development initiatives to business outcomes and performance metrics
Benefits
Flexibility through a scheduled Hybrid work model
Meal Subsidy available for associates who report to an office
401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting
Tuition Reimbursement program
Generous Paid-Time Off plan
Volunteer-Time off
Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits
Well-being and Employee Assistance programs
Sentry Foundation gift matching program
Company
Sentry
In 1904, members of the Wisconsin Retail Hardware Association founded their own insurance company—one built on mutual support, shared strength, and a commitment to service.
5001-10000 employees
Funding
Current Stage
Late StageLeadership Team
Aaron Deering
Chief Technology Officer
Todd Schroeder
Chief Administrative Officer and Chief Financial Officer/Treasurer
Recent News
2025-07-11
2025-07-08
2025-05-05
Company data provided by crunchbase