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 97 |

Accounting Student Co-op - 2026/2027
Stevens Point, Wisconsin
At Sentry, we are dedicated to cultivating home-grown talent across our organization. We have a unique opportunity for a UW- Stevens Point student to work part-time in the Sentry Finance (Accounting) department. We have three different oppo...
18h
Job Type | Full Time |

Davenport, Iowa
Do you want to join an organization with challenging work assignments where you can build rewarding relationships and make a significant impact on the company's future? Join the Sentry team as an HR Representative! In this role, your primar...
18h
Job Type | Full Time |

Investments Operations Technician - Part-time
Stevens Point, Wisconsin
Sentry is seeking a part-time skilled administrative and operation support professional for our investments department. This entry-level position will include manually entering data, generating reports, completing forms and compliance reque...
18h
Job Type | Part Time |

Claims Technician-Auto Material Damage
Davenport, Iowa
Working as a Claims Technician, you'll provide critical support to the claims team, assisting with tasks that range from moderate to advance in complexity. Your responsibilities will include maintaining accurate records, processing claim pa...
18h
Job Type | Full Time |

Indianapolis, Indiana
At Sentry, we focus on the future and want to help you do the same! Sentry has a team of Retirement Plan Consultants dedicated to educating individual customers and participants on the advantages of participating in a retirement plan and op...
18h
Job Type | Full Time |

Product Manager - Personal Lines
Nashville, Tennessee
Sentry has an opening on our team as a Product Manager. In this role you will oversee the development of or develop and introduce new or enhanced products and services in existing markets to strategically manage the product development life...
1d
Job Type | Full Time |

Accounting Internship Summer 2026
Stevens Point, Wisconsin
Here at Sentry, we value real work experience for our interns. We offer not only an internship, but an experience for students to get a head start on their careers, early on. With the Accounting internship, you will work with a mentor to le...
1d
Job Type | Intern |

Albany, New York
Sentry's dedication to customers is embodied by our best associates. At Sentry, our associates take care of our customers with a passion for service and quality business results. We are currently seeking an experienced, self-motivated and r...
1d
Job Type | Full Time |

Industrial Hygienist Internship Summer 2026
Stevens Point, Wisconsin
Here at Sentry, we value real work experience for our interns. We offer not only an internship, but an experience for students to get a head start on their careers, early on. With the safety services internship, you will work with a mentor ...
1d
Job Type | Intern |

Portland, Maine
Sentry's dedication to customers is embodied by our best associates. At Sentry, our associates take care of our customers with a passion for service and quality business results. We are currently seeking an experienced, self-motivated and r...
1d
Job Type | Full Time |