Why: Albert Camus, Robert Redford, James Bond, etc.
When: Even the heaviest of melton wools will leave you a little chilly on truly bitter and windy days, so think of this as more of an early winter option.
Which one: Schott
Why: It’s primal and beautiful and toasty all at once. Plus, WWII pilots used to wear them.
When: When they least expect it.
Which one: Cockpit USA
Why: The looser fit goes well over a suit, but you can still dress this down and look natural.
When: When you’ve got the perfect knit cap and there’s no snow in the forecast.
Which one: Our Legacy
Why: Sometimes winter requires you to abide by the old saw of form following function.
When: It’s just too damn cold not to be as covered up as possible and there are no cabs available.
Which one: Moose Knuckles
Why: Every man needs one. It’s versatile and it keeps a low profile even with a suit beneath. You also have more fashion-forward options now that are a little baggier and double-breasted, if that’s your thing.
When: Probably more than any of the others.
Which one: Billy Reid
The Camel Topcoat
Why: It’s a staple, it goes with almost everything, and it’s probably as warm as it gets in terms of coats that look good with a suit.
When: Anytime but when wearing sweats. Even luxury sweats.
Which one: Suitsupply
Why: It’s the classiest topcoat of them all. Make sure yours has a contrast collar.
When: In an Uber on the way to a milestone date.
Which one: Brooks Brothers
Why: Sometimes you look a little ridiculous out there in a puffer coat, and technology like PrimaLoft has yielded some sharp, low-profile coats that are still warm enough to handle harsh cold.
When: Weekends, walking through the cool part of town.
Which one: Aether
Why: It’s lightweight, it’s very warm, and it can be had for little money.
When: Weekend grocery runs.
Which one: Uniqlo
Why: Because cold weather is awful.
When: Tropical vacations.
Which one: As many as you can.