Strategic Frugality
If you’re just starting to build a better wardrobe, funds can be limited, so it’s good to know where you should focus your money. Not all clothes are created equal. Skimp on some things, and you’ll look terrible; skimp on others, and few will notice. The key here is to be strategically frugal. 
Where You Can Skimp
Knit ties: Supposedly, there are only a few knit tie producers in the world and they all make ties around the same quality. I haven’t confirmed if this is true, but all the knit ties I’ve owned - from Lands End to Charvet - have been only differed in material and design. If you stick to a reputable brand, you can get a good knit tie for about $20.
Socks: Over-the-calf Gold Toe socks can be had for about $3 a pair. Sierra Trading Post also sometimes sells Pantherella socks for $6, and those are a bit more comfortable.
Belts: The starting price for a decent belt is about $50 (e.g. Equus Leather and Narragansett Leather). However, if you go to some place like Kohls, you can get a serviceable belt for about $20. Just make sure they’re full grained leather on both sides.
Pants: If you happen to live on the East Coast, check Daffy’s for Mabitex. They cost about $25 for chinos and $40 for wool. Unfortunately, over the last couple of years, the rise has been getting shorter, and since they’re often factory seconds, they sometimes have loose stitches or poorly made seams. Just pay close attention when you buy. 
Casual shirts: Lands End Canvas’ Heritage shirts can work in a pinch. I hesitate to fully recommend them because the collars are so skimpy and the stitching, though durable, isn’t particularly well done. However, if you don’t plan to wear these with sport coats or ties, they’re passable and can be had for as little as $12. 
Where You Can Splurge
Suits, sport coats, and outerwear: This is where I think you should concentrate your money. An excellent sport coat or jacket can really make an ensemble, and even the most untrained eye can spot a cheap suit. Put a really nice jacket over a mediocre button-up shirt and pair of chinos, and you’ll look great. 
Shoes: Cheap shoes are false bargains. A well-made pair of shoes can last you thirty years while cheap shoes last for three. Get full-grain leather shoes that are made with Goodyear or Blake/ Rapid construction, and learn how to properly take care of them. Doing so will mean they’ll look better with age, not worse. 
Briefcases and bags: If you work in a traditional business environment, it’s worth the money to spring for a nice briefcase. Like the nice suit and shoes, it reflects a certain level of professionalism and competence. 
Sweaters: Poorly made sweaters will lose their shape quickly and pill more easily. Own fewer sweaters, and buy the best you can afford. 
That Said …
That said, there are smart ways to work with a limited budget for the things above. 
Bags: Avoid materials that try to be what they’re not. If you only have a limited budget, a well made canvas bag will be better than a cheap leather one. A $50 leather briefcase will always look like what it is. 
Sweaters: Similarly for sweaters, stick to merino wool, lambswool, or cotton. Many companies sell cashmere sweaters at basement-level prices, but they don’t last very long. 
Shoes: If you’re buying from a lower-tier brand, aim for suede. The differences in quality from the low- to high-end suede are much smaller than it is for smooth calf. The soles and grommets might still give out, but at least you won’t get those really ugly creases you see on corrected grain leathers. 

Strategic Frugality

If you’re just starting to build a better wardrobe, funds can be limited, so it’s good to know where you should focus your money. Not all clothes are created equal. Skimp on some things, and you’ll look terrible; skimp on others, and few will notice. The key here is to be strategically frugal. 

Where You Can Skimp

  • Knit ties: Supposedly, there are only a few knit tie producers in the world and they all make ties around the same quality. I haven’t confirmed if this is true, but all the knit ties I’ve owned - from Lands End to Charvet - have been only differed in material and design. If you stick to a reputable brand, you can get a good knit tie for about $20.
  • Socks: Over-the-calf Gold Toe socks can be had for about $3 a pair. Sierra Trading Post also sometimes sells Pantherella socks for $6, and those are a bit more comfortable.
  • Belts: The starting price for a decent belt is about $50 (e.g. Equus Leather and Narragansett Leather). However, if you go to some place like Kohls, you can get a serviceable belt for about $20. Just make sure they’re full grained leather on both sides.
  • Pants: If you happen to live on the East Coast, check Daffy’s for Mabitex. They cost about $25 for chinos and $40 for wool. Unfortunately, over the last couple of years, the rise has been getting shorter, and since they’re often factory seconds, they sometimes have loose stitches or poorly made seams. Just pay close attention when you buy. 
  • Casual shirts: Lands End Canvas’ Heritage shirts can work in a pinch. I hesitate to fully recommend them because the collars are so skimpy and the stitching, though durable, isn’t particularly well done. However, if you don’t plan to wear these with sport coats or ties, they’re passable and can be had for as little as $12. 

Where You Can Splurge

  • Suits, sport coats, and outerwear: This is where I think you should concentrate your money. An excellent sport coat or jacket can really make an ensemble, and even the most untrained eye can spot a cheap suit. Put a really nice jacket over a mediocre button-up shirt and pair of chinos, and you’ll look great. 
  • Shoes: Cheap shoes are false bargains. A well-made pair of shoes can last you thirty years while cheap shoes last for three. Get full-grain leather shoes that are made with Goodyear or Blake/ Rapid construction, and learn how to properly take care of them. Doing so will mean they’ll look better with age, not worse. 
  • Briefcases and bags: If you work in a traditional business environment, it’s worth the money to spring for a nice briefcase. Like the nice suit and shoes, it reflects a certain level of professionalism and competence. 
  • Sweaters: Poorly made sweaters will lose their shape quickly and pill more easily. Own fewer sweaters, and buy the best you can afford. 

That Said …

That said, there are smart ways to work with a limited budget for the things above. 

  • Bags: Avoid materials that try to be what they’re not. If you only have a limited budget, a well made canvas bag will be better than a cheap leather one. A $50 leather briefcase will always look like what it is. 
  • Sweaters: Similarly for sweaters, stick to merino wool, lambswool, or cotton. Many companies sell cashmere sweaters at basement-level prices, but they don’t last very long. 
  • Shoes: If you’re buying from a lower-tier brand, aim for suede. The differences in quality from the low- to high-end suede are much smaller than it is for smooth calf. The soles and grommets might still give out, but at least you won’t get those really ugly creases you see on corrected grain leathers. 

Conservatively Patterned Socks

There’s an old piece of wisdom that says men should match their socks to their trousers. Doing so elongates the leg line, which in turn supposedly makes the man look taller. I’ve never been quite sure of this rule (or the logic). It works fine for navy or charcoal trousers, but matching brown socks to similarly colored pants and shoes seems off to me. I also don’t care for light colored socks, so wheat and mid-grey trousers need a different colored hose. 

In the end, I’ve found that navy socks go with everything. It’s richer than black and complements any color next to it. Thus, most of my socks are a solid navy, with charcoal a close second. I also have a few pairs in odd colors such as dark bottle green and aubergine, which I wear whenever I want a bit of irreverence. Those are never worn to match trousers, of course, though sometimes they complement a secondary color in my tie. 

It can be a bit boring to only have solid colored socks, however, so you can mix in some conservative patterns. This takes a bit more focus in the morning, but can add real character to your ensemble. Time-honored combinations include a two-toned houndstooth with glen plaid flannels, fine herringbone with a chalk striped suiting, or well spaced pin-dot hose with windowpaned wools. The key here is to find a pattern that both complements and contrasts your trousers. If you stick to neutral colors and conservative, traditional patterns, this should be easy. 

Marcoliani and Bresciani makes some of the best patterned socks out there. Marcoliani can be found through Kabbaz & Kelly, Howard Yount, and O’Connell’s. If you’re in the Bay Area, you can also find them at The Hound Clothiers. Bresciani can be bought through A Suitable WardrobeBerg & Berg, and Mr. Porter. Both of these brands are expensive, but the construction is top-notch and the patterns are tasteful.

For more affordable options, keep an eye out for Pantherella socks on Sierra Trading Post. They have more synthetic fibers in their composition, which means they’re a bit less breathable and durable, but their patterns are equally tasteful and they can be had for as little as $5 a pair (just wait for the heavy markdowns). Uniqlo also has these dotted socks which you can buy through Suddenlee, but they’re cotton and not over-the-calf. I recommend waiting for the Pantherella sales instead, if you can wait. 

Photo credits: MostExerent, SpooPoker, and Pocket Square Guy.

Your Fall/ Winter Scarf

As the temperatures begin to dip, it will be important for you to have a few scarves on hand. If it’s cold enough, you’ll obviously wear yours with an overcoat or some kind of heavy winter outerwear. If it’s not, however, a scarf can be even more important, as it may be your only source of warmth. 

When buying one, it’s important to pay attention to a few key things:

  • Material: Generally speaking, cashmere will be softer and warmer than wool or lambswool, but it really depends on the quality. A lambswool/ angora blend by Alex Begg, for example, will be nicer than any cheap cashmere. You can also get scarves in either silk or cotton, but those tend to not be as warm. Whichever you choose, I recommend staying away from acrylic. There are too many affordable, good scarves, made from natural materials, to justify buying an acrylic scarf. 
  • Nap and size: Pay attention to the size and nap. I personally prefer scarves to be around 70” long, and never go below 63”. As Will from A Suitable Wardrobe shows, if your scarf is too short, you won’t be able to tie it. You’ll also want to pay attention to the width. If your scarf is too thin, it will hang like a silly noodle around your neck. Lastly, note that rougher materials, such as some lambswools, will be more difficult to tie into knots.
  • Color and patterns: As I’ve written before, I think scarves are worn best when they complement, but not match, the rest of your ensemble. That means picking one with complementary colors or a secondary color that matches your jacket or coat. I personally find solid colored scarves, or those with plaids, windowpanes, and stripes, to be the easiest to wear, but you can also get scarves in Fair Isle, dip dye, or houndstooth designs. 

So with that, what are some of your best options? 

Of course, there are hundreds of good scarves to be had, so the above list isn’t meant to be exhaustive. If you’re on the market to buy one, however, the above can be a good place to start. 

Sierra Trading Post
There are some really good sales right now at Sierra Trading Post. Once you sign up for their DealFlyer newsletter, you’ll be notified of their daily coupons. Lately, they’ve been offering 35% off your whole order, as well as free shipping if you spend more than $100. That gives the following deals:
Derek Rose pajamas: Excellent pajamas available in multiple designs and colors. Starting price is $78. A bit expensive, to be sure, but Derek Rose is one of the better makers out there. 
Falke and Pantherella socks: Two top-tier hosiery manufacturers, though Pantherella’s quality has taken a dive in recent years. Still, you can get over-the-calf wool socks for about $5 right now, which makes this one of the best deals I’ve seen on socks. 
Johnstons of Elgin scarves and throws: Johnstons of Elgin is a 200+ year old manufacturer of woolen and cashmere goods. They’re not as nice as Colombo or Begg, but they’re very good and much more affordable. Johnstons’ cashmere scarves can be had right now for $39, while their lambswool scarves are $13. At those prices, these are a real steal. 
Tretorn sneakers: These aren’t the Nylites that the menswear bloggerotti have been wearing, but I could see this model still working very well for fall. For $45, it’s not bad. They also have other styles for as little as $26. 
Smartwool baselayers: Smartwool makes some of the best garments for cold weather. If you live in a cold climate, it may be wise to get a few of their baselayers and socks before winter arrives. They’re not the most stylish, but since they’re worn under your garments, they’re also not seen. I even recommend wearing them at home to save money on your heating bill. 
Trickers shoes: Trickers are a bit too rounded for my taste, but they’re quite popular among men’s style enthusiasts. Of the ones available at Sierra Trading Post right now, I like this boot the most, and the extra discount brings it down to $316. 
Bill’s Khakis M3 pants: Bill’s Khakis look a bit frumpy online, but I assure you they’re excellent. The M3 is their slimmest model, but it may need some tapering once you get them. That job should run you about $20, but when the chinos themselves cost $52, these are still a great deal.

Sierra Trading Post

There are some really good sales right now at Sierra Trading Post. Once you sign up for their DealFlyer newsletter, you’ll be notified of their daily coupons. Lately, they’ve been offering 35% off your whole order, as well as free shipping if you spend more than $100. That gives the following deals:

  • Derek Rose pajamas: Excellent pajamas available in multiple designs and colors. Starting price is $78. A bit expensive, to be sure, but Derek Rose is one of the better makers out there.
  • Falke and Pantherella socks: Two top-tier hosiery manufacturers, though Pantherella’s quality has taken a dive in recent years. Still, you can get over-the-calf wool socks for about $5 right now, which makes this one of the best deals I’ve seen on socks.
  • Johnstons of Elgin scarves and throws: Johnstons of Elgin is a 200+ year old manufacturer of woolen and cashmere goods. They’re not as nice as Colombo or Begg, but they’re very good and much more affordable. Johnstons’ cashmere scarves can be had right now for $39, while their lambswool scarves are $13. At those prices, these are a real steal.
  • Tretorn sneakers: These aren’t the Nylites that the menswear bloggerotti have been wearing, but I could see this model still working very well for fall. For $45, it’s not bad. They also have other styles for as little as $26.
  • Smartwool baselayers: Smartwool makes some of the best garments for cold weather. If you live in a cold climate, it may be wise to get a few of their baselayers and socks before winter arrives. They’re not the most stylish, but since they’re worn under your garments, they’re also not seen. I even recommend wearing them at home to save money on your heating bill.
  • Trickers shoes: Trickers are a bit too rounded for my taste, but they’re quite popular among men’s style enthusiasts. Of the ones available at Sierra Trading Post right now, I like this boot the most, and the extra discount brings it down to $316. 
  • Bill’s Khakis M3 pants: Bill’s Khakis look a bit frumpy online, but I assure you they’re excellent. The M3 is their slimmest model, but it may need some tapering once you get them. That job should run you about $20, but when the chinos themselves cost $52, these are still a great deal.

Pantherella socks have been restocked at Sierra Trading Post. Add a DealFlyer coupon, and the price ends up at about $7.50 a pair. Mostly size “Regular” (fits up to size 11 feet).

It’s On Sale: Briggs & Riley at Sierra Trading Post
If you’re looking for a practical luggage solution, you can’t do better than Briggs & Riley. We outlined the reasons in our luggage picks post, but I’ll summarize. They’ve got an ironclad guarantee and easy replacement all over the world, they’re lightweight and decent looking. You can even buy them in colors other than black.
There’s currently a wide range of Briggs & Riley on sale at Sierra Trading Post. With a DealFlyer coupon (you’ll need to signup on STP, as their coupons are one-use-only) you should be able to get a genuinely excellent suitcase for about $150.
The great thing about Briggs & Riley: not only is their quality unimpeachable, but so is their guarantee. I’ve read many stories on clothes and travel forums about the extraordinary extent to which they stand behind their luggage, and the frequent travelers who love it. A worthy investment.

It’s On Sale: Briggs & Riley at Sierra Trading Post

If you’re looking for a practical luggage solution, you can’t do better than Briggs & Riley. We outlined the reasons in our luggage picks post, but I’ll summarize. They’ve got an ironclad guarantee and easy replacement all over the world, they’re lightweight and decent looking. You can even buy them in colors other than black.

There’s currently a wide range of Briggs & Riley on sale at Sierra Trading Post. With a DealFlyer coupon (you’ll need to signup on STP, as their coupons are one-use-only) you should be able to get a genuinely excellent suitcase for about $150.

The great thing about Briggs & Riley: not only is their quality unimpeachable, but so is their guarantee. I’ve read many stories on clothes and travel forums about the extraordinary extent to which they stand behind their luggage, and the frequent travelers who love it. A worthy investment.

It’s On Sale
Bill’s Khakis M3 in various styles
Bill’s Khakis are the highest-quality khaki you can buy for everyday wear. They’re sort of like a modern, iGent-approved boutique brand from an era before the internet. They were started by a guy who wanted to create the Ultimate Chino. Note that while the M3 is Bill’s trimmest fit, it’s far from slim - more like a traditional straight fit. I buy these and have my tailor slim the leg a bit, which costs about ten or fifteen bucks. The quality is superb. The Bullard Field Pant is my favorite - rough and tumble khaki, ready to stand up to anything.
$40-80 at Sierra Trading Post (be sure to use a DealFlyer coupon for added discount)
(note: If you’re not able to take advantage of the DealFlyer coupon, try “liking” their page on Facebook for a 20% discount. I’ve found that this coupon can be repeatedly used, by the way, simply by “un-liking” and “re-liking” their page. - Derek)

It’s On Sale

Bill’s Khakis M3 in various styles

Bill’s Khakis are the highest-quality khaki you can buy for everyday wear. They’re sort of like a modern, iGent-approved boutique brand from an era before the internet. They were started by a guy who wanted to create the Ultimate Chino. Note that while the M3 is Bill’s trimmest fit, it’s far from slim - more like a traditional straight fit. I buy these and have my tailor slim the leg a bit, which costs about ten or fifteen bucks. The quality is superb. The Bullard Field Pant is my favorite - rough and tumble khaki, ready to stand up to anything.

$40-80 at Sierra Trading Post (be sure to use a DealFlyer coupon for added discount)

(note: If you’re not able to take advantage of the DealFlyer coupon, try “liking” their page on Facebook for a 20% discount. I’ve found that this coupon can be repeatedly used, by the way, simply by “un-liking” and “re-liking” their page. - Derek)

It’s On Sale
Tricker’s Wingtip Derby
Sierra Trading Post’s DealFlyer will give you at least and additional 20% and sometimes as much as 35 or 40% off this price. At the moment, they’re also offering 25% off if you “like” them on Facebook. 
This is one of several Tricker’s models on sale there at the moment. There’s also a plain cap toe, a very pretty brown saddle shoe and a big brogue boot. Note that all of these are very much country shoes - a little wide and bulbous, and very sturdy. Good for heavy pants and more casual outfits.
$385 from $550 at Sierra Trading Post

It’s On Sale

Tricker’s Wingtip Derby

Sierra Trading Post’s DealFlyer will give you at least and additional 20% and sometimes as much as 35 or 40% off this price. At the moment, they’re also offering 25% off if you “like” them on Facebook.

This is one of several Tricker’s models on sale there at the moment. There’s also a plain cap toe, a very pretty brown saddle shoe and a big brogue boot. Note that all of these are very much country shoes - a little wide and bulbous, and very sturdy. Good for heavy pants and more casual outfits.

$385 from $550 at Sierra Trading Post

It’s On Sale
Gloverall Classic Duffel Coat
Be sure and sign up for the STP Deal Flier for additional discounts.
$269.95 from $600 at Sierra Trading Post

It’s On Sale

Gloverall Classic Duffel Coat

Be sure and sign up for the STP Deal Flier for additional discounts.

$269.95 from $600 at Sierra Trading Post

It’s On Sale
Johnstons Scottish cashmere scarf
$39.90 from $95 on Sierra Trading Post

It’s On Sale

Johnstons Scottish cashmere scarf

$39.90 from $95 on Sierra Trading Post