Who we are

More than insurance.

At Sentry, we truly are more than insurance—we are driven to serve our customers and our communities. And we couldn’t do it without our hard-working, dedicated associates. Over the past 100-plus years, we have delivered on our promise to all of our policyholders while growing into one of the nation’s largest and strongest mutual insurance companies. Our associates—more than 4,000 strong—may have different talents, skills and backgrounds, but we all share the same vision and attitude that drive our continued success individually and as an organization.

If you’re a positive, motivated professional, consider owning your future at Sentry and exploring the opportunities that await you. You’ll find more than just a job at Sentry.

Since 1904, Sentry has been delivering on our promises and protecting all of our policyholders through an ever-growing team of dedicated, loyal associates. Now employing more than 4,000 associates in 41 states, Sentry is one of the largest and strongest mutual insurance companies in the United States.

History. Community. Charity. Development. Those who join our team become part of a rich, 100-plus year history that expands beyond a job title. Our associates come together to create a vibrant community.

Experience a rewarding career with industry-leading benefits. Sentry’s comprehensive benefits package is designed to meet today’s most important needs.

As a mutual company, giving back to the community is deeply ingrained in Sentry’s culture. Throughout our history and into today, Sentry has been and continues to be an active and involved community citizen.

At Sentry Insurance, we’re committed to helping all of our associates unleash their individual talents. We’re proud to offer a variety of personal and professional development opportunities—everything from onsite instructor-led classes to a variety of online resources.

What better way to learn about a company than to hear directly from its employees? Hear what real Sentry associates have to say about working for one of the nation’s largest and strongest mutual insurers