Milwaukee, Wisconsin

At Sentry, we’re proud to call Stevens Point, Wisconsin, our home. Our presence, however, stretches across the U.S.—including Milwaukee, Wisconsin.

Our Midwest Region office serves agents in Iowa, Minnesota, Nebraska, North Dakota, Sout Dakota, and Wisconsin. It’s located in the High Pointe Office Center in Wauwatosa, located halfway between the Mayfair Mall and the Milwaukee County Zoo on Highway 100. This office hosts associates specializing in claims, underwriting, and safety services.

Everyone in our Milwaukee office has access to state-of-the-art technology, making it easy to work and connect with other Sentry associates throughout the country. The facility also has a break room, meeting rooms, and adjustable workstations for all associates.

We invite you to take some time to explore what we have to offer you in Milwaukee.