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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
60% of executives more stressed: 2026 C-Suite Stress Index
More than half of executives are optimistic about the year ahead, but 60% are more stressed than last year.
Sentry named as a top Wisconsin company by Forbes
Sentry is recognized by Forbes as a 2026 Best-In-State Employer, earning top honors through a highly competitive selection methodology.
Sentry announces $1M in support for Maui nonprofits
A $1 million donation from Sentry will support three Maui nonprofits focused on food access, watershed restoration, and youth mental health.
