All the Cyber Monday Menswear Deals We're Still Talking About in the Office

A show-stopping top coat at an eye-popping price—and it only gets better when you start parsing that roomy fit and soft wool-blend outer.

Tell your flat-front pants to take a back seat, so you can slide into these glorious pleated chinos.

Overshirt, underpriced.

Ready to cheer you up on the first mid-30s day of winter.

You better believe we’re breaking out the festive socks this holiday season. (Nobody will see them beneath our Chelsea boots, but we’ll know.)

There’s no reason to be slipping and sliding around the house just because you want to keep your feet warm.

An oversized classic tee done right: soft, weighty cotton, a relaxed silhouette that hangs intentionally, and just enough slouch.

A merino crewneck cardigan that offers warmth and endless layering possibilities. That's a winter win-win.

Not much to say here. Just a great scarf you’ll wrap up in all season long.

Everlane’s outerwear can be hit or miss, but this Harrington is a straight-shooter—clean, classic, and easy to wear with anything.

The winterized version of one Filson's all-time catalog classics (oiled Tin Cloth and a flannel lining are in play here) is discounted a whole lot at this very moment.

Super soft, not too structured and done in an easy-wearing green, this is the sort of flannel you find yourself wearing multiple times a week without even intending to do so.

Plaid can be hit-or-miss when it comes to outerwear, but a plaid this subued and harmonious is an absolute smash.

If they make 'em chunkier, it's not by much.

Planes, trains, boats, trunks... this duffle is unkillable. Trust us, we've tried.

A tank in coat form—warm down protected by tough waxed canvas, with pockets to boot.

If you don't beat these up, you're doing it wrong.

If the relaxed or baggy cut denim isn't your thing, you can always trust in the good 'ol straight fit.

The LD stands for 'Long Distance'—a clue that these are some comfy sneaks.

Cop these, and you'll never have to worry about sudden showers or muddy parks.

This fabric as much a winterized madras as it is a classic flannel, but either way it's preposterously soft and dumb cozy.

The sort of white pants that become exponentially better the more trashed and thrashed they get.

Loose, not baggy; faded, not thrashed; just hardy enough for the winter but not too stuff for the summer...might as well call these Box Checkers.

Blundstone saw its rise in popularity almost a decade ago, but that doesn't mean it's still not a great boot, especially if you can grab a pair on sale.

Barnin' Down the House by David Barn.

We would never play rugby in such a gorgeous sweater. But if these were the team uniforms, we'd have to show up for tryouts at least.

In fourteen (!) colors. Grab multiples.

A pant that's as classic as they come these days. Relaxed and surprisingly easy to style, it’s the big-legged upgrade your everyday pants lineup needs.

A buttery pair of cords is essential for fall style. Slammed together with five-pocket jean details from the OG and you've got some cords that look less stuffy.

Don't forget, Levi's began as a real-deal workwear brand. And though it may be less common on a construction site, it still makes some sick, burly goods like these double-knee carpenters pants.

Don't be afraid to throw this on with some jeans. The Canadian Tuxedo is a style swerve we should all embrace at some point in our lives.

You don't have to be Jacob Elordi to wear wool slacks everywhere, and with everything.

A touch of polyester makes this even softer, and the pattern would be a great swerve with a dark suit.

A trench coat makes every outfit look about 30% better. But you want to make sure you look more like Alain Delon and less like Inspector Gadget, this particular coat is, thankfully, more of the former than the latter.

Much like the bomber above, a Dries car coat is a purchase you'll thank yourself for fall after fall.

We're big fans of the soft organic cotton NN07 uses for its shirts.

Relaxed, natural, and ready for a warm-weather vacation.

Whether or not it's snowed yet where you are, you'll look incredible in these the next time it does.

The Cortez has actually been around a decade longer than the Air Force 1, and somehow hasn't aged a day in 53 years.

A few factors can impact how comfortable a sneaker is, but none of those factors apply to the Vomero because it's one of the most comfortable rides you could ever dream of.

When it comes to beating back the wind, fleeces can be hit or miss. This one falls firmly in the former, which makes it considerably warmer than the more porous ones and ideal in the blustery conditions you'd normally want a shell for.

Is a barn coat the first thing you think of when you hear the word "Nike"? Probably not, but it doesn't change the fact that this is a damn good barn coat with a cozy flannel lining currently selling for under $225.

Think of this rugby as a burlier, more stylish cousin to the polo shirt. Prop it up with a pair of baggy vintage jeans and big honkin' winter boots for a '90s vibe. Or not! Do what you want, player!

There's nothing square about a square-faced watch—especially one as fetching as this one.

This thing weighs less than most cheeseburgers do—8.8oz., for those into data—at cost of exactly zero warmth or functionality.

Parents don't bat 1.000 when it comes to leading by example, but dads everywhere got this one right.

Your trail shoes can have a little safety orange. As a treat.

The iconic Jasper still crushes, but if you're looking for a little (or a lot) more traction and some subtly upgraded technology, this particular remix is calling your name.

Indie Scandi label Mfpen knows how to take something as corporate and quotidian as a striped button-up and make it drool-worthy.

News flash: the sun is still out in winter. Not only will these honkin' shades protect you from searing your retinas, they'll make you look cool as hell too.

One of our favorite ever hiking boots comes from the gorpy maestros at Diemme. Their flagship boot mixes retro design language with modern materials to ensure they'll last you until the next hiking revolution.

The knitwear nobles at Lady White Co. not only have the best tees in the game, but they've also got the sickest quarter-zips on the market.

Ultra Warm is the warmest of all the HEATTECH fabrications. And if you're shopping for HEATTECH, you want to be warm.

The PUFFTECH remains the go-to layerable down jacket. Slim enough to slip under a coat, warm enough to go without.