The business of tailoring may connote traditionalism, but menswear designer Antonio Azzuolo, a tailor by trade, is by no means stuck in the past. Once a freelancer and design director before debuting his own custom hand-tailored line, a.a. antonio azzuolo, in 2008, Azzuolo looks to the old ways—“an examination of tradition, an appreciation of craftsmanship, structure, and control,” he notes—to inform his forward-thinking work. “These are elements that structure my designs. Then come influences that detour it, or liberate the tradition to new horizons,” the designer explains.