Sentry Insurance is dedicated to being there for our customers when they need us most. Our quick-thinking, knowledgeable Customer Service associates are committed to providing outstanding service and support to all of our customers.

Sentry Insurance is rooted in being there for our customers when they need us most. Our quick-thinking, customer-oriented Claims associates are on the front lines delivering on our promise, providing outstanding service and supporting our customers in their time of need.

Sentry Insurance is dedicated to the development of our technology staff and investment in our information systems. Our Information Technology associates play a critical role in our business, developing and maintaining an array of applications and technology across the company.

At Sentry Insurance, we make a powerful promise to all of our policyholders—to be there when they need us most. As a Sentry Sales associate, you have the opportunity to sell something more than just a product and be part of something more than just a business.

Sentry’s Underwriting associates play a critical role in our core operations, analyzing the risks and exposures of prospective insurance customers to support all of our company’s business segments.

We truly are more than insurance. Sentry Insurance also owns and operates SentryWorld, the Midwest’s premier parkland golf experience and one of the area’s most dynamic event, recreation and dining venues. Sentry’s home office is also home to @1800, featuring fine dining as well as a stylish lounge, gallery and theater.

If you’re a hard-working, career-minded student looking for a bright future, an internship with Sentry Insurance might be the right fit for you. Sentry’s paid internships provide students with practical experience in real-world, real-work situations.

Sentry’s Corporate Learning associates are essential to our organization, helping our associates unleash their individual talents and thrive in their work systems. From facilitating instructor-led training sessions to growing and managing a robust library of interactive learning and organizational development resources, our Corporate Learning team helps Sentry associates realize their goals and take their careers to the next level.

Sentry’s Human Resources associates play a critical role throughout our organization, helping all of our associates on their journey from before date of hire on into retirement. From recruitment, onboarding and benefits enrollment to employee relations, development, policy creation, support and everything in between, our HR team helps Sentry associates navigate the abundance of information available at their fingertips.

Sentry’s leading-edge Investments team works tirelessly to manage all aspects of our investment discipline and portfolio—from initial strategy, research and analysis to real-time execution. Our Investments group is essential to Sentry’s overall strength and success, both short and long-term.

Sentry Insurance has been protecting our policyholders for more than 100 years, and our protection spans beyond insurance alone. Our proactive, knowledgeable Safety Services associates help our customers save lives, time and money.

Sentry’s first-class corporate Marketing department works to manage and raise the profile of Sentry’s brands through the creation and execution of innovative, effective marketing plans and tactics for all of our business segments. Our Marketing group is comprised of five teams: Brand Marketing, Corporate Communications and Content, Creative, Customer Research and Digital Marketing.