Your business. Our experience.
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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.
When LandMark Implement experienced a large fire at their newly acquired shop, getting their new employees back to work quickly was their top priority.
While others struggled to rebuild in the wake of a tornado, Barry Grossenburg was up and running within days and doing business from a new facility in a year.
Small businesses rely on personal touch as a factor in keeping customers. The same thing holds true for Sentry in providing insurance solutions for small businesses.
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
Sentry® recognized on Deloitte and Forbes 2025 lists
Sentry Insurance is recognized on Deloitte’s Wisconsin 75 and Forbes’ Best-in-State Employers lists for 2025, reflecting strong growth and a people-focused culture.
New Cincinnati office extends easy access to insurance expertise in region
Sentry®’s Great Lakes team brings more than 200 years of combined experience—and deep relationships throughout the area—to serve select, appointed agents and businesses in Ohio, Indiana, Kentucky, Michigan, Pennsylvania.
Sentry® raises record $1.85M in United Way campaign
2025 United Way campaign set a new company record, with employees raising $1.85 million to support communities nationwide—including a historic gift to Portage County.
