Pilot is the desert boot version of Chief, one of our top men's dress casual shoes for the last decade or so. Pilot features a supremely comfortable and supportive cork footbed, which can be removed and replaced down the road, ensuring long term comfort. It also has a polyurethane sole with a metal shank for stability, and the hand-sewn Strobel construction makes it strong and extremely flexible.
Available at Glebe Trotters.
*Sizing recommendation: this style fits a bit on the large/wide side of things, so we generally recommend a half size down if using your usual dress/casual shoe size, or 1 full size down if using your athletic/running shoe size.