derek guy Profile picture
Aug 26 19 tweets 11 min read Read on X
I will tell you why I think the split-toe derby is the greatest dress shoe of all time. 🧵 Image
Let's first start with some terms. The term oxford refers to a footwear style where the facings have been sewn into the vamp. By contrast, the term derby refers to a style where the facings sit on top of the vamp.

On the left, we see an oxford. On the right, we see a derby. Image
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I believe that men wore tailored clothing best from the 1930s through '80s. If you share this premise, there are certain ideas about how an outfit should be put together, such as how oxfords look best with suits, while derbies go with suits or sport coats

Thus, when people say my preferences make men look "old," I don't take it as an insult. I think older men have a more intimate connection with the period in which men looked best in tailoring, so it's great if something looks like a style only an old man would wear. Image
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My favorite shoes tend to be the sort of thing associated with older men, such as tassel loafers. They look great with suits or sport coats, especially garments in fusty materials such as tweed and flannel. Oxford cloth button-downs + tweed jackets + tassel loafers = great. Image
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I like derbies for the same reason: they don't have the sleek formality of oxfords, but they're more versatile, which makes them useful in a dressed down world, where you might want to tone down your tailoring. But derbies come in many flavors: plain, cap toe, wingtip, etc. Image
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IMO, plain is too plain. Cap toe is equally boring. And a wingtip is too gentlemanly.

This leaves the split toe, which I like partly because they are favored by men whose style I admire, such as Bruce Boyer and Yukio Akamine. Image
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What is a split toe?

A split toe is simply a derby with an apron front (sometimes called a lake). And going down the middle of the toe is a seam, giving the style its name. Today, this is considered a dress shoe, most often worn by older men in "dress clothes." Image
But this was not always so. At the famous John Lobb of St. James in London, you'll find bespoke shoemakers referring to this style as the "navvy cut." The term navvy refers to a kind of navigational worker who built the infrastructure that made the Industrial Revolution possible Image
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Starting in the 18th cent, Britain began building big canals, which allowed for the cheaper transport of goods and coal. The actual work of building these canals fell on navvys (navigators), who were often recruited from the rural poor: displaced peasants, farm workers, etc. Image
These navvys built much of the nation's infrastructure, such as railways, roads, canals, tunnels, and sewers. When London's population swelled from one to seven million in the 19th century, the city struggled with overflowing sewage in the Thames River. The navvys solved this. Image
These navvys wore split-toe derbies because the open facings allowed for a more comfortable and forgiving fit. The seam going down the middle of the toe also allowed the shoemaker to save material by creatively cutting the pattern, resulting in cheaper footwear. Image
Modern split-toes are unique in that they often show a bit of craftsmanship. On the left, we see what's colloquially known as a "pie crust apron," which can only be made by hand. On the right, we see a machine-sewn apron. IMO, the handmade version is much better looking. Image
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This wavy, crimped seam is made by attaching a bit of waxed thread to a flexible boar bristle. The shoemaker tunnels the thin bristle about halfway through the leather, pushing it out to the other side, and then repeating the process. Hence the name "split and lift" stitch. Image
The actual split toe seam is done with the same technique, only on the reverse side.

In bespoke, some makers will offer a braided stitched apron, as you see here. These are not split toes, just derbies, but the technique can be applied to any apron. Shoes by Nicholas Templeman: Image
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Details can make a split toe more or less formal: material (smooth calf, grained calf, suede), color (black, dark brown, tan), and shape (sleek vs rounded). Here are two split toes, but considerably different in vibe. Second is easier to wear with jeans. Image
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In fact, there are plenty of split toes that would not look out of place with something as causal as a chore coat, which is not something you can say about an oxford. The chunky, rounded silhouette here with a thicker sole throws the design back to its workwear origins. Image
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To me, Seiji McCarthy in Tokyo makes particularly handsome split toes. They are casual enough to be teamed with jeans, but wouldn't look out of place with gray flannel trousers and a tweed sport coat. Or even many suits. Image
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There are so many variations of this design. Ultimately, the toe seam will read as "old man" to some, a mark of connoisseurship to others (meaning, menswear nerds). I love them bc I associate them with men whose style I admire. And a beautiful working class history. Image
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More from @dieworkwear

Aug 18
I interviewed a clothing factory once who said he's excited to implement robotics AI. He said this will make US manufacturing more competitive against China. I asked, "And what happens when Chinese factories also implement robotics AI?" He said, "Oh, I hadn't thought of that."
Chinese factories also have these machines. All you've done is deskill the worker, making it harder for their wages to grow. Your land and labor costs are still higher than China, India, or any other place where they can pay someone to do this simple manual operation.
If you want to reshore US manufacturing in apparel, you have to move up the value chain. Look at other successful countries: France, Italy, and Japan. They don't make crappy t-shirts. They make high-end leather goods, suits, and denim. Requires skills that can't be automated
Read 4 tweets
Aug 17
This is a beautiful garment.

Let me show you what makes it special. 🧵 Image
This is a bespoke sport coat made from vintage oatmeal-colored tweed and finished with natural Loro Piana horn buttons. It's from a relatively new South Korean tailoring company called Hameen, run by a woman named Hamin Kim. Image
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Bespoke means the garment was made from scratch specifically for one client. Unlike made-to-measure, which involves a block pattern, this pattern was drafted from scratch using a client's measurements. The garment was then made through a series of three fittings.
Read 17 tweets
Aug 13
Have you ever noticed that people dressed better in the past? Even in the summer, when it was scorching hot?

Why is this? 🧵 Image
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I want to first dispel some myths.

Contrary to popular belief, people didn't look better because they were slimmer. We see many corpulent men in the past who dressed better than the average man today. It's not true you can look good in anything if you have an athletic body. Image
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Dressing well was also not limited to the rich and famous. A reader sent me pics of his grandpa, born in Rhodesia (now Zimbabwe) to a working-class Chinese family. He immigrated to London and then Canada, where he worked in an auto parts store and by installing light fixtures. Image
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Read 25 tweets
Aug 5
I disagree. I will tell you what's wrong with his jeans. 🧵
Let's start with an experiment. Here are two men wearing tailored jackets with jeans.

Which do you think looks better? Image
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If you choose the outfit on the right, then we have the same taste. But why does he look better?

The answer stems fro a basic rule of classic tailoring: the jacket needs to have a certain relationship with the trousers so as to form a harmonious whole. Image
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Read 10 tweets
Aug 3
On April 30th, Josh Smith of Montana Knife Company said you won't have to worry about tariffs if you buy American.

Last week, he realized his costs are going up bc he imports equipment and steel. And so do his suppliers.

IMO many people aren't aware of how much they import.
Genuinely not posting this to gloat, but hoping that people reevaluate how much of their life is connected to an international supply chain. Many small businesses, including artisans, will see their businesses shutter because of these tariffs, regardless of how they voted
Extremely long, but if you want to hear it, Josh breaks down the challenges he's facing. I hear similar stories in menswear (e.g., 3sixteen needing to import the best denim, which comes from Japan). All this now faces tariffs.

Glad I bought a Sebenza in MagnaCut before all this.
Read 5 tweets
Aug 2
I've had enough.

In this thread, I will tell you, definitively, whether Sydney Sweeney has great jeans.

This way, you will be more informed when shopping for your wardrobe . 🧵 Image
I should state two things at the outset.

First, I never comment on womenswear because I don't know anything about it. This thread isn't actually about Sweeney's jeans (sorry, I lied). But in the last few days, I've seen grown men buying American Eagle jeans and I can't abide. Image
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Second, while clothing quality matters, it's more important to develop a sense of taste. Buying clothes isn't like shopping for electronics — you don't "max out" specs. It's more like buying coffee — you sample around and identify what notes you like. Develop taste. Image
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Read 23 tweets

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