To look modern and smart, make a navy overcoat and black wool dress pants your outfit choice. Get a bit experimental when it comes to footwear and add a pair of desert boots to your outfit. Crafting a kick-ass combo can be tricky on its own. Enter cold temps into the equation, and the whole thing becomes all the more difficult. No worries, this here is your winter inspo. An outfit like this will help any 30-something Millennial guy upstage his peers.