Matt Chlebek

Matt Chlebek

Managing Principal
309 266 2507
1433 N Water Street, Suite 400, Milwaukee, WI 53202
“The definition of insanity is doing the same thing over and over again and expecting a different result.“

– Albert Einstein

Matt was born and raised on the northwest side of Chicago. Born to compete, Matt was active in football, baseball, lacrosse, and wrestling—all the while working to achieve becoming an Eagle Scout. Matt found his way into the insurance industry after taking an internship at a large trucking insurance firm in Dubuque, Iowa. From there he let his passionate nature take over—grinding and building his experience and book of business.  

If you ran into Matt outside the office—you must love the outdoors. He may be hunting or fishing, riding his motorcycle, or off on some other adventure. He hopes to one day go elk hunting in Montana.

Matt is a people person through and through. Relationships were the foundation of his 4 years learning the industry and are what eventually led him to become a part of the Ledgestone family. He prides himself on creating meaningful relationships and executing the things he promises to do.  

CLCS (Commercial Lines Coverage Specialist)