Brees owns a variety of restaurant businesses. In May 2015, he purchased a 25% stake in "Walk-On's Bistreaux & Bar", a sports bar that originated in Baton Rouge and is currently expanding their franchising into other Gulf Coast states. In 2019, he opened a Walk-On's restaurant in Midland, Texas. During initial talks with Walk-On's, Brees said that he was interested in bringing over some of the lessons that he had learned as a Jimmy John's franchise owner. He currently owns nine Jimmy John's stores with a tenth under construction . Carl Buergler, Jimmy John's director of operations, played football at Purdue with Brees.