New York-bred Leffot has updated Alden‘s Indy 405C classic work boot by adding a beefier Commando sole, making it even better suited for colder climates and the icey world that they breed. The gripping soles are combined with the San Francisco company’s gorgeous rich mahogany cowhide — a sturdy collaboration available at Leffot for $480.

From famed shoemakers Tony Gaziano and Dean Girling comes the Rothschild. These elegant wingtip shoes come in gorgeous Vintage Cedar leather and feature tapered waists and fiddleback oak bark soles. Sleek and smart, the Rothschild is perfect for the modern gentleman. Available at Leffot in New York City.