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Location
Hybrid (Stevens Point, United States)
Seniority
Middle · 3+ years exp
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 6, 2026. First seen by Alion on Nov 5, 2026. Sentry Insurance scores A on the Alion truth index.

Overview
Company
Impact
Profile match
Sentry Insurance is a mutual insurance company headquartered in Stevens Point, Wisconsin, that provides commercial and small business insurance, business life insurance and 401(k) plans. Founded in 1904, it holds an A+ rating from A.M. Best, serves niche markets such as motorcycles, transportation and horticulture through its Hortica affiliation, and runs offices across the United States plus the SentryWorld golf destination. Its main lines of work and hiring include commercial liability and motorcycle claims, special investigations, operations and customer service, account executives, IT product and user experience roles, and restaurant and front desk staff at SentryWorld.
Sentry’s Learning Experience Designers leverage technology and learning theory to design innovative learning solutions.

As a Learning Experience Designer, you’ll craft engaging, effective, and innovative learning experiences that empower our associates and drive business outcomes. You’ll apply principles of performance-based learning in the workplace, User Experience methodologies, and modern technologies to create holistic learning journeys that support continuous development and performance. Partnering closely with subject matter experts and stakeholders, you’ll assess performance needs, design learner-centric solutions, and develop multimedia-rich learning assets to ensure every interaction is intuitive, impactful, and aligned with Sentry’s strategic goals.

What You'll Do

  • Collaborate & Assess Needs: Partner with subject matter experts and business stakeholders to conduct thorough needs assessments, define performance-based learning objectives, and align solutions with business priorities.
  • Design & Develop Engaging Experiences: Create and develop engaging, learner-centric experiences across diverse modalities, including e-learning, live facilitated learning, immersive simulations, blended programs, and performance support systems.
  • Apply UX & Technology: Utilize User Experience design principles and apply learning technology and authoring tools to ensure optimal learning effectiveness and transfer to on-the-job performance.
  • Create Multimedia Content: Design visually appealing, interactive, and multimedia-rich learning materials (storyboards, scripts, visual designs, e-learning, videos, assessments) that incorporate graphic design principles and brand standards.
  • Manage Projects & Evaluate Impact: Apply effective project management principles, including Agile methodologies, to deliver learning projects on time and within budget. Develop and implement evaluation strategies using data analytics to measure business impact and provide data-driven recommendations.
  • Innovate & Grow: Stay current with industry trends and best practices in performance-based learning, UX, and emerging technologies. Contribute to researching new approaches and participate in peer reviews, actively seeking and providing constructive feedback.

What it Takes

To be eligible for this career-launching opportunity, you must meet the following criteria:

  • Bachelors Degree or equivalent work experience. Degree in Learning Experience Design, Instructional Design, user Experience Design, Talent Development or a related field highly preferred.
  • Minimum of 3 years related work experience.
  • Experience designing, developing and implementing learning solutions using rapid prototyping, storyboards and instructional script writing techniques.
  • Experience with e-learning authoring tools and integrating with LMS platforms. Proficient in writing, editing, and proofreading learning content.
  • Knowledge of contemporary adult learning theories and instructional design models and the ability to develop innovative learning solutions with minimal supervision.
  • Experience in applying adult learning theories and instructional design frameworks into professional learning engagements.
  • Ability to write effective instructional text and media scripts that support learning and instructional resources. Visual & graphic design skills with ability to storyboard and produce finished graphics.
  • Proficient in current instructional design tools, video and audio creation, editing tools and applicable programming languages. Research and remain current with emerging technologies.
  • Experience hybrid, in-person, and virtual design and delivery, podcasts, micro learning, learner centric design, eLearning, and video solutions.

Here is what you can look forward to as part of our team:

At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.

  • Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.
  • Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.
  • Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.
  • Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.
  • Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.
  • Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately.
  • Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities.

Why Join Sentry?

At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads, as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity. These honors reflect our commitment to your professional satisfaction and growth.

Building on a Legacy

Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best, the industry’s leading authority, for over 30 years.

Your Career, Our Community

Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth.

Ready to own your future? Join us at Sentry, opportunities await!

For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas.

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

[email protected]

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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