Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
This program is designed to provide students with the opportunity to gain valuable professional experience and exposure to the insurance industry as a possible long-term career path. The program encourages a learning mindset through training opportunities, business unit overviews, job shadowing, and networking aligned to students’ career interests.
As a Customer Service Representative within our contact center, you will play a critical part in providing services to insureds, claimants, and others relating to the “First Notice of Loss” reports. As Sentry’s promise to be there for our customers during their time of need, you’ll provide technical support for the processing of claims.
This role is planned to begin in mid to late July for the Fall 2027/Spring 2028 school year.
Sentry does not offer employment in this position to holders of F-1, J-1, and H-1 Visas for the purpose of obtaining practical experience.
What You'll Do
As a member of Sentry’s Claims Contact Center you will be the initial contact for our customer when an incident occurs. In addition, you will:
What it Takes
To be eligible for this opportunity you must meet the following criteria:
Here is what you can look forward to as part of our team:
As a part of the program, you won’t just be shadowing. You’ll do real, impactful work while growing your career. Here’s a look at what you can expect:
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!
Tha Xiong
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.
Our commitment to creating a positive, people-first culture hasn’t gone unnoticed. We’re proud to be recognized for our outstanding workplace culture.

Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Sentry is one of America’s Best Midsize Employers, according to Forbes.