Sentry Insurance

We’ve been building powerful relationships since 1904
Today, we’ve grown to become a member of one of the largest and most financially secure insurance groups in the country by never forgetting where we came from. Or why. Perhaps that’s why many of our about one million customers have been with us for decades.
If you’re like us, you don’t want to do business with a faceless institution. You want to know what motivates the people who move a business. You want to know who we are, and what we’re all about. We get that, because it’s how we do business too. We work to get to know our customers and their businesses. Why? Because it helps us provide the best possible insurance solutions.
At Sentry—because we are a mutual insurance company—our business is built on a foundation of service to our policyholders. Although we’ve grown and changed a lot over the past 110 years, one thing hasn’t changed. We still work to serve our policyholders, and to help their businesses thrive. Our products and services are made possible by a dedicated team of associates, many of whom have been with us for decades. Over 2,000 associates in Stevens Point, Wisconsin, and another 2,000 around the country, work each day to help our policyholders prepare for the unexpected and plan for the future.
We pride ourselves on providing individualized service to our customers. And one of the ways we do this is by using dedicated teams to serve specific industries. Over the years, departments have grown organically around our products and services.
Careers
Whether you’re new to the job market, looking to advance your career or are a seasoned professional, we offer an array of rewarding career opportunities across a variety of functions, from information technology, claims, sales and underwriting, to marketing, human resources, finance and more.
Our associates are the most important part of our company
We became one of the most financially strong mutual insurance companies in the U.S. by striving to provide the best possible service to our business customers. We do this by having conversations, forming relationships, and getting to know the people we work with and their businesses.
We make that same commitment to our associates. When you join Sentry, we don’t just want you to perform tasks each day. We want you to enjoy your time with us. You’re in the driver’s seat of your career path here—sharing feedback, creating goals, accessing professional development resources, and identifying how you can contribute to both your success and the success of the company. Yes, we work hard. But we work with the purpose of helping others, and with the understanding that there’s more to life than work. We invite you to learn more about us. You’ll find we’re much more than insurance.

Search among Sentry Insurance jobs
| Jobs: 1 - 10 of 62 |
Cycle Dealership Sales Specialist
Denver, Colorado
As a Cycle Dealership Sales Specialist, you will contribute to profitable premium growth by increasing motorcycle dealer engagement with our motorcycle insurance product. Sentry's motorcycle team is seeking a motivated, self-starter who has...
6h
| Job Type | Full Time |
Cycle Dealership Sales Specialist
Dallas, Texas
As a Cycle Dealership Sales Specialist, you will contribute to profitable premium growth by increasing motorcycle dealer engagement with our motorcycle insurance product. Sentry's motorcycle team is seeking a motivated, self-starter who has...
6h
| Job Type | Full Time |
Cycle Dealership Sales Specialist
Madison, Wisconsin
As a Cycle Dealership Sales Specialist, you will contribute to profitable premium growth by increasing motorcycle dealer engagement with our motorcycle insurance product. Sentry's motorcycle team is seeking a motivated, self-starter who has...
6h
| Job Type | Full Time |
Treasury Services/Investment Accounting-Associate Financial Analyst or Financial Analyst
Stevens Point, Wisconsin
Unlock your potential by joining an integrated team of Accounting professionals in Treasury Services and learn the dynamic world of investments and separate accounts. This position can be filled as an Associate Financial Analyst or Financia...
6h
| Job Type | Full Time |
Operations Technician Senior - TR/Reg
Stevens Point, Wisconsin
This position will be located in our Sentry Strongs office in Stevens Point, WI. The Operations Technician Senior will support commercial lines (CL) operational and underwriting processes within guidelines by handling a variety of basic to ...
6h
| Job Type | Full Time |
Stevens Point, Wisconsin
Join our Medical Bill Reviewing team and ensure accurate processing of wage loss/medical claims data by applying laws and regulations; handle routine bills and escalate complex issues What You'll Do As a Medical Bill Reviewer I, you'll perf...
1d
| Job Type | Full Time |
Assistant Underwriter - Transportation
Stevens Point, Wisconsin
Provides support to Underwriters by handling a variety of tasks needed for their evaluation of new and renewal business. As an Assistant Underwriter- Transportation, you'll work closely with other Business Products functions and interacts d...
1d
| Job Type | Full Time |
Workplace Technology Engineer (Hybrid Work Model)
Madison, Wisconsin
Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions. At Sentry, we're more than just insurance-and we can offer you more than just a job. We want you to e...
1d
| Job Type | Full Time |
Workplace Technology Engineer (Hybrid Work Model)
Stevens Point, Wisconsin
Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions. At Sentry, we're more than just insurance-and we can offer you more than just a job. We want you to e...
1d
| Job Type | Full Time |
Territory Underwriting Specialist
Mobile, Alabama
This role markets Commercial Lines products, builds agency partnerships, leads underwriting for new/complex business, manages growth and profitability, and maintains market visibility. The preferred candidate for this position will reside i...
1d
| Job Type | Full Time |