How to Declutter Your Winter Wardrobe

It’s half past 8, it’s 25°F outside, and you’re rushing to get out the door—running late for work again. You throw open your closet to choose a coat to layer up over your suit.

“Hmmmm, which one will I wear today?

“I could go full Russian and wear the Norwegian Rain Moscow with fur collar. But that’s my favorite coat and I wore that yesterday.

“I could go full Italian with the Eidos topcoat. Ehhh, that’s too insouciant for the workplace.

“I suppose I could go full #menswear and wear the robe coat. Nah, I’ll get a hundred snide comments.

“Dang it, now it’s 20 to 9 and I still haven’t picked a coat. Forget it, I’ll wear the Moscow again.”

The signs are obvious—it’s a Tide ad.

Just kidding, you’ve got a #menswear problem.

Maybe it’s time to declutter your winter wardrobe, including—but not limited to—your sweet outerwear collection. Here are five tips to help you do so.

declutter your winter wardrobe

I wrote a little bit about this in one of my previous article. The gist is to have a system for your clothes—whether it’s shirts, trousers, jackets, coats—where it’s obvious what you have worn recently and what you have not. Doing so allows you to identify what winter wardrobe items you just don’t wear.

I don’t recommend going full Marie Kondo, assessing the specific level of joy each thing brings, then donating the rest of it—but, if there are jackets, sweaters, flannel shirts, or anything else that you haven’t worn all winter because there’s other stuff you enjoy wearing more, it’s probably safe to get rid of those things.

declutter your winter wardrobe

Allow me to state that besides the “joy” factor, there is a time that you have to acknowledge that your style has changed and maybe it’s time to get rid of old things you never wear for that reason. There was a good season or two I was still gaming the J.Crew sales to try to score good deals on V-neck merino sweaters before realizing, “wait a minute, I don’t actually wear these things.”

There’s also a time to acknowledge your #dadbod, to put it charitably. Looking at my own dad, I can see that at my age, he had roughly the same body shape as I do. But something clearly happened in the ensuing 10-15 years (at 62, he’s back to my size again, and I have a mind to kop an Eidos jacket or two for him at some point). I fully intend to maintain my current fitness level forever, but we all know best intentions don’t always go fulfilled. If you find yourself in a position of unfulfilled intent, consider it an opportunity to sell off old clothes that don’t fit and upgrade with something that does.

Besides, those old 32 waist APCs have too low a rise for your more sophisticated appreciation of higher rise denim.

declutter your winter wardrobe menswear

There’s a point where you can declutter too much. I know because I’ve been there. My friend Jonathan had gotten engaged, and for his bachelor party, we went paintballing—in March (in Ohio). Sounds like a great (if freezing) time, except I had purged my closet of nearly everything I might’ve been okay getting covered in paint. I wore pebble-grain chukka boots from Banana Republic that up until then were still in somewhat regular rotation (this was early in my menswear transformation, cut me some slack). So while I enjoyed the final gauntlet we put Jonathan through (he had welts all over his body for his honeymoon), I was definitely not appropriately dressed for that day.

These days, I make sure to have stuff in my closet or in storage bins downstairs so that I’m not caught without the right gear. Like a few weeks ago when I dug a trench outside my house for drainage in 30° weather after a week of heavy rain. I was glad to have a fleece, old jeans and some old boots to work in the mud in.

declutter your winter wardrobe men

Back in my merino V-neck wearing days, I recall having a perfect navy sweater. It was from Banana Republic and I wore it to great effect all the time (in particular over a blue gingham button-up shirt—you know the one). But even then I recognized that Banana quality left something to be desired, and there came a point within 2-3 years that it was clearly showing its age. I knew I needed to replace it and reduce how often I wore it.

I’m not the kind of guy to, say, buy seven identical pairs of shoes so as to spread out the wear and tear amongst them and prolong their natural life. But I do think it’s good to recognize those things you’ve identified as your best-of, favorite items (see point 1), and when there’s an awesome deal on the same or very similar thing, you can buy it to keep the magic alive. Depending on what it is, you can take advantage of seasonal sales, especially if you’re under no time pressure to immediately replace it.

declutter your winter wardrobe outerwear

The coat matrix skews admittedly toward a tailored-favoring audience, so I apologize to the streetwear guys. But it can be useful for classifying the coats in your wardrobe, which will, in turn, help you spot gaps (or surpluses in certain categories). The gist is to break your outerwear into categories based on the level of formality level, and how warm they are.

It’s fair to say that the colder months are more ripe for dressing well because of all the layering opportunities and wealth of great clothing categories (sweaters, outerwear, scarves, etc.). The flip side of that is that the risk of over-stocking your closet to the detriment of warm-weather attire. You need to save some room in your wardrobe so you can look great all year round—not just when it’s freezing outside.

Use these five tips to help free up some space and clear out the cruft of your wardrobe. Of course what you do with that newly vacant space is up to you. Something tells me it’ll quickly be filled again.