At Sentry, we’re committed to being there for our customers, and our Customer Service team plays an essential role. This team handles customer inquiries—both individually and collaboratively—with interpersonal skill, business knowledge, and solution-oriented thinking.
And behind the scenes, our Product Support team helps ensure our customers and Sentry teams—including Sales, Underwriting, and Claims—have access to user-friendly, high-performing systems during transactions, renewals, and audits.
As a member of this team, you’ll receive ongoing education and training on a range of relevant topics, including insurance policies, state regulations, technical development, and communication skills. And no matter where you are in your career, you won’t be alone—you’ll join a team of more than 900 associates who learn, grow, and succeed alongside you.

Within the Sentry Customer Service team, we offer a full range of roles, from entry-level to senior leadership. Here are just a few of the job titles you’ll find here:
Client Specialist
Customer Service Representative
Operations Support Specialist
Operations Technician
Underwriting Support Associate
Your skills, experience, and interests may also be a great fit for a role on a different team. Click below to view all available jobs at Sentry.
If you’re a recent graduate or just getting started on your professional pathway, you could have a place at Sentry.