Jesse Cunningham

Jesse Cunningham

Salesman/Estimator

Jesse Cunningham brings over 20 years of hands-on experience in the roofing industry, including more than 15 years as a dedicated installer. His deep understanding of roofing systems, craftsmanship, and jobsite execution gives him a unique ability to guide homeowners and clients with honesty, accuracy, and real-world knowledge.

Jesse joined Advantage Roofing & Exteriors in late 2013 as a crew leader for one of the company’s in-house roofing crews. Through hard work, leadership, and a commitment to doing things the right way, he has grown into his current role in sales—wearing many hats along the way and gaining experience in nearly every aspect of the business. He takes great pride in being part of the Advantage Roofing family and the strong culture built by owner Tim Brown.

Outside of work, Jesse has been happily married to his beautiful wife since 2010, and together they’ve raised four amazing kids. He has spent years coaching their sports teams and being actively involved in everything they do. When he’s not on a roof or meeting with clients, you’ll find him spending time with his family on the lake, camping, or chasing bass—his favorite kind of fishing.

Jesse is also a proud dog dad to four golden retrievers—Bella, Wrigley, Jetta, and Berkeley—who are just as much a part of the family as anyone else.



Contact Info:

jesse@exteriors4you.com

Phone: (269) 366-7673

Fax: (269) 372-1694