Jimmy Gorecki, co-founder of Standard Issue Tees and founder of JSP, has teamed up with Vault by Vans to create this Sk8-Hi sneaker. The shoes are reminiscent of something indigo-dyed and have all the requisite attributes of a skate shoe. This pair features a supple pig suede upper contrasted by a nylon quarter panel—each sidewall reads “I Love My JSP Vans”—and the translucent toe bumper carries through to the classic Vans waffle sole. An extra cushiony insole can also be found in the shoe for added comfort, making it ideal for shredding or just kicking around town.

Rakoh is a young footwear brand that puts comfort first without compromising on the design of its shoes. Founded in 2018 by Raphael Kohlberg, his goal was to create a shoe that could be worn daily without a “wear in” period. These desert boots are a well-executed example of this. Handcrafted in Tuscany from fine Italian leather and a featherweight EVA sole to help support your feet all day, this boot marries high-level engineering with beautiful craftsmanship. These look excellent with a suit or a pair of jeans—either way, it's a failsafe addition to your footwear rotation.

Need to give your winter boots a rest? These handsome rugged oxfords by Palladium work great for your morning commute to the office. Crafted from premium leather and a lugged outsole with tread trim gives these chic-looking oxfords a utilitarian vibe. The lining of the shoe is cotton canvas, so your back heel will be comfortable and not bleed, and the bottom sits on a durable EVA sole that will keep your foot supported all day long.