Sentry Insurance—founded in 1904 and part of one of the largest and most financially secure mutual insurance groups in the U.S.—is headquartered in Stevens Point, Wisconsin. We also have more than 20 offices located across the country that serve key markets. With assets of $29.8 billion and a policyholder surplus of $8.6 billion, Sentry is rated A+ (superior) by AM Best, the industry’s leading rat
ing authority.*
Our employees drive our continued success:
Our products and services are made possible by a dedicated team of employees, many of whom have been with us for decades. More than 2,000 associates in Stevens Point—and another 4,000 around the country—work each day to help our policyholders prepare for the unexpected and plan for the future. We believe in supporting our employees in all phases of their lives, offering a comprehensive benefits package, hybrid work model, volunteer time off, and a positive work/life balance. We’re proud to be listed amongst:
• Forbes America’s Best Midsize Employers
• Forbes Best-In-State Employers
• Forbes Best Employers for New Grads
• Newsweek America’s Greatest Workplaces for Women
• Newsweek America’s Greatest Workplaces for Diversity
• Times America’s Best Companies – Midsize
Explore our current job openings. You’ll find numerous career paths available for all experience levels.
*Assets and policyholder surplus are as of Dec. 31, 2025, and represent the aggregate total for all members of the Sentry Insurance Group and are not reflective of any individual underwriting company. Sentry has an AM Best Financial Strength Rating (FSR) of A+ (superior), current as of June 2025.
