Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Careers
Careers at Sentry
Ready for the next step in your professional journey? Discover it at Sentry.
All locations
All locations
Working at Sentry: More than just insurance
Across our organization, we have roles for emerging talent, experienced professionals, and senior leaders—many of which don’t require you to have previous experience in insurance. Get to know our teams: Claims, Information Technology, Marketing, and more.
What makes Sentry a great place to work
Our associates are essential to our long-standing stability and success—so we provide resources to help you grow professionally and personally.
A benefits package that reflects our commitment to wellness and work/life balance.
Community engagement programs that empower associates to give back.
Professional development opportunities that foster continuous learning and growth.
An award-winning workplace
Our commitment to creating a positive, people-first culture hasn’t gone unnoticed. We’re proud to be recognized for our outstanding workplace culture.
Sentry is one of America’s Best Midsize Employers, according to Forbes.
The brands of Sentry
Through our various brands, we serve customers across a variety of industries and walks of life—from Fortune 500 companies to motorcycle enthusiasts, from championship-level golfers to self-described foodies.
