Commercial and small business insurance | Sentry Insurance

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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 110 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

Holmes Company of Jackson


Living a culture of safety

Holmes Company of Jackson has built a culture of safety to ensure they have the most qualified truck drivers on the road.

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LandMark Implement


Building trust in a new community

When LandMark Implement experienced a large fire at their newly acquired shop, getting their new employees back to work quickly was their top priority.

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Recovering quickly from a devastating tornado

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.

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Harrison Machine & Welding offers a personal touch

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.

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Kennametal reduced workers’ compensation claims

Kennametal reduced their average workers’ compensation claims from 300 to 75 per year with Sentry’s help.

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News and updates

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Heather Schenker joins Sentry Insurance as Head of Specialty

Former VP of Underwriting to lead Sentry’s excess and surplus (E&S)/specialty lines division


Sentry rated A+ by AM Best for 31st straight year

AM Best affirms Sentry’s A+ (superior) rating, pointing to its balance sheet strength, strong market position, well-diversified business mix, and strong management team.


Sentry Tournament of Champions raises $642K for charity

2022 charitable donations generated surpassed last year’s record by more than $100,000, and brought the total raised since 1999 to more than $8 million.

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