THE MODE: For easy rolling, put a 46-inch-long ARBOR Pin skateboard ($162) under your soles and turn any downhill into a mellow carving session. Once you reach your desk, prop up the board for everyone to see; its elegant, Hawaiian koa-wood topsheet makes it look more like a work of art than something you rode in on. THE LOOK: Demeanor sunglasses ($150) by BOLLÉ; Minor Reef cotton button-up shirt ($70) by QUIKSILVEREDITION; silk tie ($35) by NAUTICA; boot-cut cotton corduroy pants ($68) by BANANA REPUBLIC; Altamont leather shoes ($90) by TIMBERLAND; Modern Classic watch ($695) by ORIS.