The Tuesday Steal: This Everlane Flannel Chore Jacket Is One of the Best Men’s Winter Jackets for Under $100

There are a rare few brands that check all the right boxes when it comes to making the best menswear essentials. What might those boxes be? For yours truly, that means: Sustainability, style, versatility and (most of the time), affordability. Well, ladies and gentlemen, if you want all of those boxes checked, and if you want things done the right way, then look no further than Everlane and the Everlane Flannel Chore Jacket — it’s a contender for one of the best winter jackets for men, from the rugged fabric to the color, pattern and styling potential. Oh, and another thing: The well-made Everlane Flannel Chore Jacket retails for under $100, making it one of the most affordable men’s jackets (and a darn fine choice as today’s Tuesday Steal, at that).

Everlane definitely has a knack for making some of the best casual winter coats, and this organic cotton number is no exception. They also do a nice job blending workwear and modern style, like with one of the coolest chore shirts, so it only makes sense that the Everlane Flannel Chore Jacket is a new, reliable go-to for cold weather. The 10.8oz. organic cotton, a nice and heavyweight fabric, is what makes the difference here, turning this from a lightweight cotton jacket into one that can be reliably layered up when you really need it. There’s plenty more where that came from, too.

In addition to its burly fabric (which makes it perfect to layer atop an Everlane Oxford shirt or an Everlane henley), the Everlane Flannel Chore Jacket just looks plain great, complete with rich color options like dressy Navy or the Cherry Mahogany Check seen at the top of the page. The use of organic cotton is a solid, sustainable touch, and a crucial one, at that. It’s also a serviceable replacement for a blazer at the office this season, given the crisp point collar and the fact that it’s almost like a shirt jacket. The Everlane Flannel Chore Jacket can be as versatile as you want it to be, a huge selling point in your quest for finding one of the best winter jackets for men.

The demands of winter layering are immense the colder it gets, and the Everlane Flannel Chore Jacket is made to stand up to blustery winds without missing a beat. It’s the kind of jacket you can wear with “the classics,” like tailored denim and chinos, as well as more casual options (slim joggers and high-top sneakers, anyone?). The Everlane Flannel Chore Jacket‘s biggest selling point, in addition to all of the above, is that standout price tag. You’ll find it now at Everlane for under $90, a downright steal considering all the places it can take you this season. Make the Everlane Flannel Chore Jacket, then layer up to your heart’s content this winter.

See Now, Buy Now: Gift this Shinola Leather Wallet to the Stylish Man In Your Life (Or Yourself)

If you’ve got a stylish guy on your Christmas list this year (or if you’re building out your own style wish list), it’s hard to go wrong with something as covetable and, well, stylish as one of the best men’s leather watches. That goes for just about anything you’re apt to find at Detroit-based Shinola, which just so happens to be stocking plenty of the best leather gifts for men this season. It’s an impressive assortment, and one that includes the Shinola Pocket Bifold, a handsome and refined leather wallet made for the modern man. And if the gentleman on your list happens to be in need of a new leather wallet, well, that’s really all the better. Yes indeed, the time is right now to upgrade his everyday carry and perhaps, to add a few covetable items from Shinola to your own list. After all, Shinola does so much more than just craft some of the best watches for men. They also happen to make one of the best men’s weekender bags and a throwback-inspired dress watch that any guy would be very happy to find under tree this season. But back to the Shinola Pocket Bifold — it’s an easy choice as far as a seriously upgraded leather wallet is concerned.

The Shinola Pocket Bifold isn’t any old wallet you might find made from cheap materials — far from it, in fact. It’s worth every bit of its $250 price tag, a true marker of quality and not just of a brand name. And the specs on the Shinola Pocket Bifold? I’m glad you asked, friends. It’s made from smooth, rich Vachetta leather, the kind that gets better with age the more you use it (and trust me, he’ll want to use the Shinola Pocket Bifold every single day). It’s neither too bulky nor too flimsy, made with six lined card pockets and an unlined bill pocket, plus a handy receipt pocket. It’s small touches like those that set the Shinola Pocket Bifold apart from others you can buy this season, make no mistake about that.

And it’s all the better to pick up one of the best wallets for men if the stylish guy in your life is already familiar with the esteemed maker of some of the best watches for men. It’s also stamped with the Shinola logo and sewn in the U.S.A. — again, the Shinola Pocket Bifold lives up to the brand’s reputation in every way you’d expect. If the guy in your life expects the best (which I’m sure he does), then the Shinola Pocket Bifold is one way to deliver that, right down to his accessories. Happy holidays, folks!

The Sunday Sale: Get 20 Percent off the Best Men’s T-Shirts at Goodlife Clothing

Well, here we are, my friends. It’s undoubtedly one of the busiest weekends for menswear sales of the year, with Black Friday style sales ongoing and Cyber Monday style sales coming right up. If you’ve had a busy weekend of shopping but still need to add another dose of casual style essentials to your regimen, here’s where Goodlife Clothing comes into play. The NYC-based knitwear and basics brand already makes some of the best T-shirts for men (just look at my guide to the best clothing to buy at Goodlife, for starters). And the Goodlife Clothing Sale is but one additional place to go to get your new favorite T-shirt at a nice discount (20 percent off, in fact). That’s right: The Goodlife Long-Sleeve Tri-Blend Scallop Crew is 20 percent off right now, and available in a range of colors and sizes. In a crowded weekend of the best men’s style sales, it’s a standout for cozy layering this holiday season and beyond. For those curious, that knocks the price down to $60 from $75, meaning it’s not a bad bet at all to snag a couple.

So, why go with Goodlife? It’s easy, really. The brand uses super-soft materials, like a tri-blend jersey cotton in this instance. They’ve blended poly, cotton and rayon for a breezy finish that layers nicely beneath your favorite old-school cardigan or a rugged flannel shirt, and yet the scallop hem ensures this Goodlife men’s T-shirt wears well on its own. That’s the case whether you wear it with classic blue jeans or with some Goodlife men’s sweatpants, all the better to really drive home those casual, laidback style vibes this season. Plus, the plethora of colors available make this a winning buy no matter which one you choose. Are you sold yet? I hope so, because this one of the best men’s T-shirts, and it’s available for a stellar deal right now. OK, then — back to shopping the weekend’s best menswear deals. Thanks for reading and good luck out there!

Style Pick of the Week: Howler Brothers Depot Jacket – The Most Rugged Jacket for Casual Winter Days

HB Fuzzy Depot Jacket

If you’re on the lookout for one of the most rugged winter jackets, the kind you can wear casually while still staying warm through blustery winter weekends, have I got just the jacket for you. It’s fitting that it’s up for grabs with Black Friday and Cyber Monday rolling through this weekend, but seriously, any time this fall and winter would be an ideal time to buy the Howler Brothers Depot Jacket. Make that an upgraded version of the famed Howler Brothers Depot Jacket, too. It’s the sort of jacket that blends old-school cool (note the trucker jacket silhouette) with the kind of warmth that simply can’t be beat for casual style situations. Now, it might not keep you the most protected in an intense blizzard, but for days where it’s blustery and chilly rather than snowing at a steady clip, consider adding the perfectly crafted Howler Brothers Depot Jacket to your seasonal style rotation. It fits right in with the rest of the Austin-based brand’s gear, which is built for good times on land, on the trail and beyond.

The regular edition of the Howler Brothers Depot Jacket, one of the brand’s most popular items, is already done up in corduroy for plenty of seasonally friendly, cozy style. Here though, they’ve upped the ante with a sherpa fleece lining. It’s the kind of jacket your grandpa might have thrown on to head to work on a crisp morning, and that’s not a bad thing at all.

HB Fuzzy Depot Jacket

This year’s iteration of the sherpa trucker jacket has all the hallmarks of a new classic, too. The chest pocket and side hip pockets embody the iconic trucker jacket design while offering up a bit of space for some choice everyday carry essentials and Howler Brothers accessories (a bottle opener comes to mind, because this is one heck of a casual jacket for football tailgates aplenty). The Howler Brothers Depot Jacket is also the kind of casual jacket you can throw on at a moment’s notice without overthinking it, be it atop a rugged flannel shirt or your favorite henley (or both), and especially alongside a pair of broken-in blue or black jeans. Again, don’t overthink it when it comes to the Howler Brothers Depot Jacket.

It always pays off to have more technically minded outerwear options in your rotation when the time comes, but for blustery days and cool mornings, the Howler Brothers Depot Jacket is a mighty fine option to have on hand. It’s also priced reasonably at $145, leaving you a bit of spare change left over to grab some Shiner Bock beer in a nod to the brand’s Texas roots. The Howler Brothers Depot Jacket is best worn alongside great friends with good whiskey and beer in front of a roaring fire. That’s how I’d rock it, at least. If you end up snagging the Howler Brothers Depot Jacket, let me know over on Twitter. Cheers!

The Friday Read: The Best Menswear Deals for Black Friday and Cyber Monday

Every Single Huckberry Black Friday Deal You Need - SWAGGER Magazine

It’s hard to believe, but the most wonderful time of the year or at least, the best weekend for menswear shopping — is here. It’s Cyber Monday right now, so do yourself a favor and get shopping. That follows on the heels of the best Black Friday deals, some of which are still going right now. These deals run the gamut from a free gift with purchase at Mott and Bow to deals from one of the best menswear brands as shown above, Huckberry. I’ve rounded up more than 30 of the weekend’s top shopping deals here for your shopping pleasure, with plenty of work to be done (and gear to be had!) in the days to come. Without further ado, I’m going to get right into it and give you a full rundown.

If you like what you see, let me know in the comments or feel free to follow me on Instagram and Twitter. Cheers! Perhaps more importantly though, I’m very thankful for your readership and support! Here’s to a great end to 2021, menswear in hand (and leftover cash in your wallet).

The Best Menswear Deals to Shop for Black Friday and Cyber Monday

Alright, then. That’ll do it for my rundown of the best holiday shopping deals for men. What are you looking forward to the most right now? Here’s to a thankful weekend filled with great times, great spirits, food and beer, and great shopping. Cheers!

The Thursday Buy: This Classic Billy Reid Shirt is A Timeless Winter Style Move

It’s fitting that on today of all days (that’d be Thanksgiving!), we’re talking about one of the best men’s shirts, and a timeless style move, at that. It’s the time of year where classic, crisp and versatile is going to serve you well. Even if your go-to jeans or your post-Thanksgiving or holiday party pants have an extra bit of stretch, for instance, you can still look plenty put-together otherwise. That’s where one of the country’s best menswear designers enters the equation by way of the Billy Reid Tuscumbia Shirt, a classic men’s shirt in a rich and seasonally friendly pattern, one that’s going to look as great years from now as it does this holiday season. You might be too late to wear this stylish plaid shirt to your Thanksgiving get-together, but it’s one of the best winter men’s style moves you can make for the weeks and months ahead.

Billy Reid already makes a full rotation of menswear classics, including the best men’s peacoat on the market, plus a stylish casual sweatshirt (both of which you can wear with the Billy Reid Tuscumbia Shirt, as luck would have it). The Billy Reid Tuscumbia Shirt goes well above and beyond what you’d expect from your typical buttondown shirt, starting with that engaging, bold (and Billy Reid-exclusive) plaid pattern. That it’s done up in rich autumnal color is an added bonus, but it’s really made to be worn the rest of winter as a striking pop of color and pattern.

With the Billy Reid Tuscumbia Shirt, both the big-ticket touches (like premium horn buttons and a modern fit), plus the small details (like signature Billy Reid detailing at the shirt hem) are taken care of in a way that you can trust. The Billy Reid Tuscumbia Shirt is also made from a lightweight 100 percent cotton, so you can wear it underneath a stretch wool blazer or your favorite Billy Reid cardigan as easily as you can wear it on its own if you’re in a warmer climate for the holiday season. The box-pleated back allows for more ease of movement if you happen to wear this shirt to the office, say, underneath an unstructured cotton blazer or with the famed Billy Reid Dover Sweatshirt. It’s so much more than just your average buttondown shirt, which is why it does indeed retail for a higher price point ($168, to be exact), but having tried out favorites like Billy Reid’s denim shirts over the years, I can certainly vouch for this one. If you want a shirt you can trust this winter through situations dressy and casual, the Billy Reid Tuscumbia Shirt is your new go-to style move. So, with all that being said, I’m wishing a Happy Thanksgiving, and a healthy (and stylish!) weekend with family, friends, great food and great clothes. Cheers!

See Now, Buy Now: Filson’s Double Mackinaw Cruiser Is the Warmest Winter Jacket You Can Buy Now

When bone-chilling winter cold hits, where do you go? You go to your favorite brands, companies you can trust when it comes time to get out and about, in spite of inclement weather. Hopefully, you’re also turning to Filson, the century-plus-old heritage outfitter based in the Pacific Northwest and famous for outfitting explorers everywhere. While your own pursuits these days are likely a bit different than old-time prospectors, there’s no denying the next-level warmth and utility of the Filson Double Mackinaw Cruiser, one of the best men’s jackets and a remarkably solid update to the tried-and-true Filson Mackinaw Wool Cruiser Jacket. You’ll find the latest and greatest update to a classic in the never-not-well-stocked Filson New Arrivals section, a perfect place to go as you look to outfit yourself with the best winter menswear. The brand, helpfully, already makes one of the best men’s henleys, not to mention one of the best flannel shirts, so consider this icing on the cake.

That jacket is a personal favorite of mine, with style points aplenty and the kind of warmth and comfort you’ll only find from a brand that builds its gear for the most extreme conditions possible. What sets the Filson Double Mackinaw Cruiser apart from other winter jackets? Well, it helps that Filson has a ton of experience when it comes to crafting menswear and gear for inclement weather. In this instance, that means the Filson Double Mackinaw Cruiser uses 100 percent virgin wool in two layers, all the better to keep you toasty in the falling snow.

As you might expect, the Filson Double Mackinaw Cruiser is packed with the customary bells and whistles from a brand that just knows how to get the job done (they’re useful for when you need to get the job done, too). Military-grade melanine buttons ensure long-lasting durability and protection from the elements, while the Filson Double Mackinaw Cruiser has a whopping nine pockets (nine!), all the better to hold your everyday carry gear — naturally, Filson has you covered in that department, too. The brown wool of the Filson Double Mackinaw Cruiser is a seasonally appropriate style touch, one that makes this a rugged jacket to wear with Filson jeans and one of the best men’s henleys, too.

An added layer of wool at the shoulders also makes the Filson Double Mackinaw Cruiser a burly and extremely warm jacket, no matter how cold it gets out there. A word to the wise: You very well might want to size down if you seek a more snug fit, but the Filson Double Mackinaw Cruiser is also well-suited for layering (check out Filson men’s sweaters if you really want to go all-in on rugged, comfortable, dependable winter style). One last note on the Filson Double Mackinaw Cruiser — it’s a jacket meant to be invested in (it retails for $650, after all), but it’s going to last and last for seasons on end. If that sounds ideal to you — and it should! — then consider making the Filson Double Mackinaw Cruiser your new favorite winter jacket.

The Tuesday Steal: The Taylor Stitch Workshop is Packed with the Best Menswear On the Market for 20 Percent Off

The Trench Boot in Whiskey - Classic Men's Clothing | TS

Do you have reliable brands you reach for over and over again, the kind of companies you can assuredly trust to design classic-yet-modern pieces in reliable fabrics and fits? Maybe pieces that strike the right balance between rugged and refined, consistently? I sure hope you do, especially if you read this blog on the regular — and if you do, you’re assuredly aware of San Francisco-based Taylor Stitch, the decade-plus-old brand first founded on making some of the best men’s shirts. Now, they deliver some of the best menswear of all sorts, and they do so year-round. It’s always worth a reminder that they’re a brand to keep an eye on though, and that’s no more true than when you check out the Taylor Stitch Workshop. If you haven’t taken a pass through the Workshop lately, consider this a refresher. It’s where the brand crowdfunds some of the coolest new gear you’ll find, from classic men’s sweaters to stylish leather boots and beautiful leather jackets.

The Taylor Stitch Workshop is constantly refreshed with new designs, new fabrics and more. All you need to do is pre-fund your pick of choice, then wait about 2-3 months for the frankly incredible results to arrive. Some of (perhaps) your favorite styles started in the Workshop before joining the rest of the brand’s rotation of ever-so-stylish gear, which isn’t such a bad thing at all. Most importantly, the Taylor Stitch Workshop gives you the chance to pre-fund the best men’s style essentials at 20 percent off — that makes a big difference when you’d normally drop close to a grand on one of the best leather jackets, for instance. It only gets more impressive from there, though.

Outdoor Aesthetics – A platform for outdoor gear & beautiful places |  mission-workshop-taylor-stitch-28 - Outdoor Aesthetics - A platform for  outdoor gear & beautiful places

Now, if you’re a devoted fan of Taylor Stitch, then why is it worth the reminder on the stylish and well-priced nature of the Taylor Stitch Workshop? One quick glance through its wares recently reveals warm shirt jackets, durable boots, cozy sweaters and more. It’s not a stretch to say you could outfit yourself using only gear from the Taylor Stitch Workshop, in fact. And again, the fact that pricing takes a 20 percent drop when you pre-fund is only a positive thing, right? Naturally, you can shop the full Taylor Stitch Web site at the same time as you please, but hey, who doesn’t love a standout deal? That’s what I thought.

The timing is also apt, because at this point, you’re bound to get some nice gear for a winter refresh when you invest in the very best from the Taylor Stitch Workshop, and that’s but another benefit of shopping early and often within the stylish digital confines of the revered brand. There’s not much else out there that’s quite like this model, at least not at such a large and impressive scale, so go forth and invest in some new favorites through the standout design of the much-loved Taylor Stitch Workshop. If you love what you end up with, let me know in the comments. Cheers and happy shopping!

See Now, Buy Now: This American Giant Waffle Crew is the Coziest Layer to Wear This Winter (And Beyond)

Casual essentials that aren’t so casual — and are actually, surprisingly stylish and well-made — are the name of the game this season, and that’s where American Giant comes into play. If you’ve been looking for upgrades to your laidback looks for cold-weather days and holiday-minded lounging, American Giant can help, and the American Giant Waffle Crew is one of the best men’s shirts to fit the bill quite perfectly. The brand has stepped up its game in recent months, expanding beyond its essential basics to now craft one of the best Oxford shirts for men, and they also do quite the job at crafting plenty of the very best American-made menswear beyond that, too. And if you want a long-sleeve shirt that’s much more than an average long-sleeve shirt, well, the American Giant Waffle Crew delivers on all fronts.

It’s made in Los Angeles, a burgeoning spot for some of the best men’s knitwear, plus denim and the best men’s long-sleeve shirts, to boot. The waffle cotton construction makes this both a distinctive base layer (underneath a rugged shawl cardigan, for example) or a shirt you can wear all on its own with some American Giant men’s pants or tailored joggers. It would also be a valuable piece layered under the American Giant Moto Zip Jacket, for starters. What’s not to love about that? There’s plenty more where that came from, too.

The color and texture of the American Giant Waffle Crew really sets itself apart, too. It’s got an ever-so-slightly lived-in look and feel that’ll only get better over time the more you wear it. And given the 100 percent cotton construction and comfort of the American Giant Waffle Crew, you’ll want to wear this shirt a heck of a lot. Use it as a base layer beneath your favorite waxed trucker jacket, or give yourself some added warmth by wearing it underneath a classic crewneck sweatshirt. You can also style it beneath a rugged flannel shirt for just the right amount of layering on a crisp winter morning. Just about any way you choose to style it, the American Giant Waffle Crew looks great and delivers functional comfort all the way through.

Color options like Evening Blue (shown here) and the deep, dusty red El Camino, deliver just the right amount of seasonal style, making either option practically perfect to pair with faded jeans, grey joggers or even tan chinos beneath an unstructured, garment-dyed navy blazer. It’s rare to find a long-sleeve shirt that can do all of that, but the American Giant Waffle Crew is that shirt, without a doubt. Try it on for size and see for yourself.

The Sunday Sale: Shop Huckberry’s Undercover Sale While It’s Still Around

14 Picks: Huckberry's Undercover Sale | Pack Hacker

If you’ve been paying close attention to the goings-on at San Francisco retailer Huckberry (and if you read my Friday dispatch) then hopefully, you’re well aware of the short-running but no less essential Huckberry Undercover Sale. It’s a rare sale from the site, and it ends later today, so I won’t take up too much of your time. But that being said, this is one of the best places to get deals on the best men’s gear, especially given that the retailer doesn’t offer all too many sales throughout the year. What’s the deal with one of the best menswear sales this weekend? Allow me. It’s a chance to shop deals up to 30 percent off on the site’s best-selling picks, in an undercover-ready shade of black. Consider it a precursor to what should be an outstanding Huckberry Black Friday Sale, not to mention the Huckberry Cyber Monday Sale. But in the meantime, the Huckberry Undercover Sale only runs through tonight. I’ll leave you with some extra time to shop, so go forth, gear up, look great and save some cash. Thanks for reading and good luck!

Shop the Huckberry Undercover Sale now

Get the best deals on sleek gear and menswear ASAP