We use cookies. Find out more about it here. By continuing to browse this site you are agreeing to our use of cookies.
#alert
Back to search results
New

Learning Leader - Claims

Sentry Insurance
life insurance, parental leave, tuition reimbursement, 401(k), remote work
United States, Wisconsin, Stevens Point
1800 North Point Drive (Show on map)
Jul 26, 2025
Sentry is seeking a Learning Leader - Claims to join our SentryU team! As a Learning Leader, you will manage the learning portfolio, strategy, and solutions support Claims business unit outcomes.

What You'll Do

As a Learning Leader, you will:

  • Create and execute a comprehensive role-based, competency-centric learning strategy and curricula and oversee its execution.

  • As part of an overarching 70-20-10 strategy, this component will encompass all job levels, home office and field, entry level to senior levels and include technical, business, and professional/management/ leadership competencies.

  • Via a formal governance process, partners with segment leadership to determine learning needs/gaps and establish business initiatives and resources, priorities, and goals.

  • Ensure the design, development and delivery of programs and solutions to effectively meet/exceed business goals.

  • Administer human resource-related activities including timely performance and salary reviews and ensures all subordinates adhere to human resources policies and practices. Select, develop, motivate, and recognize staff.

  • Implement and monitor appropriate business metrics to ensure learning initiatives are effective and aligned with business strategy. Monitor and control all related expenses, ensuring cost effective methods are utilized and

  • business learning needs are met.

  • Seek data and new ideas related to industry trends and thought leadership and provides management with benchmarking information on key competitors' training strategies and initiatives.

  • Facilitate Steering Committee meetings to review and manage the segment's learning portfolio.

  • Promote, formulate, coach and mentor SentryU associate cohort groups including, but not limited to, adjunct faculty, coaches, mentors and subject matter experts.

  • Evaluate and select the appropriate vendors and manages the vendor relationships and budget.

What it Takes

  • Bachelors Degree or equivalent work experience.

  • Minimum of 5 years related work experience.

  • Experience in Claims, the assigned business segment.

  • Experience linking L&OD initiatives to business outcomes and performance metrics.

  • Experience leveraging next generation learning modalities, methodologies and technologies to align with modern learner needs and preferences.

  • Demonstrated consulting skills and experience with influencing leadership.

  • Increasingly responsible professional learning and development experience, specifically in adult learning and evaluation, preferred.

  • Demonstrated public speaking and presentation skills.

  • Demonstrated analytical skills with an ability to translate data into insights with practical recommendations.

  • Demonstrated leadership, interpersonal and communication skills to work effectively with all levels of the organization.

  • Demonstrated planning, project management and organization skills.

What You'll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.

  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office.

  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office.

  • 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 to help strengthen your financial future.

  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program.

  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off.

  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Well-being and Employee Assistance programs.

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Get ready to own your future at Sentry. Opportunities await!

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

Katelynne.Rivera@Sentry.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Applied = 0

(web-6886664d94-5gz94)