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Learner Experience Specialist

Sentry Insurance
life insurance, parental leave, tuition reimbursement, 401(k), remote work
United States, Wisconsin, Stevens Point
1800 North Point Drive (Show on map)
Jun 23, 2025
Sentry is currently seeking a Learning Technology & Experience Specialist to join our team! The Learning Technology & Experience Specialist plays a key role in enabling the development, delivery, measurement, and reporting of engaging learning solutions, programs, and experiences.

What You'll Do

As a Learning Technology & Experience Specialist, you will:

  • Administer SentryU's LMS and knowledge management/performance support systems, establishing learner audiences, assignments, and program/learning paths in alignment with learning strategy.

  • Configure automated communications, conduct system testing, and ensure ongoing data quality.

  • Partner with business leadership, SentryU leadership and key stakeholders to ensure accurate and timely implementation, measurement and reporting of enterprise-wide learning programs, including the compliance learning program, designation program, and associate/leader technical and professional development programs.

  • Coordinate SentryU department-wide processes, programs, and systems, including the work planning system, content management program, and supporting technologies.

  • Develop, deliver, and maintain ongoing communications and performance support resources for the SentryU team related to department-wide systems, technology, and process improvements as well as ongoing technology and system updates.

  • Oversee the process to collect, report, and analyze enterprise-wide learning metrics to support the learning measurement strategy and continuous improvement of learning solutions.

  • Work with SentryU and business subject matter experts to maintain knowledge management and performance support resources, utilizing technical writing skills to create and update on-demand learning content, and deploy to the performance support platform.

  • Oversee Continuing Education (CE) programs and related licensing. Review and approve course content.

  • Outline and submit instructor qualifications for state audits, ensures compliance with state statutes and regulations, and maintains documentation for state audits.

  • Serve as a main point of contact for State Departments of Insurance with respect to CE and licensing compliance related matters.

What it Takes

  • Bachelors Degree or equivalent work experience.

  • Minimum of 3 years related work experience. Experience with LMS administration, learning technology, and online content integrations with other applications such as Workday, Whatfix, Tableau, and SharePoint.

  • Excellent computer literacy and technology skills.

  • Excellent written and verbal communication skills.

  • Knowledge of SCORM standards.

  • Strong project, program, and process management skills.

  • Organizational skills and attention to detail.

  • Critical thinking skills demonstrated by the ability to investigate, analyze, and solve complex problems/issues and translate them into solutions.

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.

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