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Expert conversations
At Sentry, we’ve built our reputation on listening and providing assistance to all of our business customers. It’s in our DNA. And has been for more than 120 years.
Dedicated service
Every company needs insurance protection for when things go wrong. But if you’re like us, you know there’s a bigger picture. We’re here to help you find the right coverage, manage claims, and develop a proactive safety culture to minimize risks.
Innovative options
Let’s face it. Insurance is not a one-size-fits-all solution. At least not here at Sentry. We get to know you and your business, offering innovative solutions that make sense for you.
Our customer success stories
Sentry works efficiently to help Spectra Print recover from fire and subsequent business interruption.
Safety is a No. 1 priority at Greenbrier Lawn and Tree Expert Co. The landscaping firm works closely with Sentry to ensure its safety culture remains strong.
The long-term relationship between Huff and Puff Trucking and Sentry is built on reliability and trust.
At Sentry, we work closely with customers like Green Bay Packaging to help determine the best outcome for workers’ compensation claims.
News and thought leadership
Dairyland to Return Estimated $30M to Florida Auto Policyholders
August 26, 2026
Dairyland will return $30 million in savings to eligible Florida private passenger automobile policyholders through a one-time dividend.
Sentry Insurance earns AM Best A+ (superior) rating for 35th year in row, climbs to 529 on Fortune 1000 list
August 5, 2026
Recognition highlights Sentry's capital and balance sheet strength, innovation and well-diversified business portfolio, and sustainable results.
82% of C-suite leaders more concerned about future of business than at start of year
August 4, 2026
90% of small business executives uncertain businesses will survive.
