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A friend of mine and I were having an argument about whether someone can tell the difference between bespoke and RTW. He says the difference is night and day. I don't think it is.
One of the best articles I've read on this topic is by David Isle over at No Man Walks Alone. Here's a link:
nomanwalksalone.com
As David notes, discussions of this topic are often complicated by people comparing different makers, fabrics, and even wearers. In his post, he compares a RTW Formosa sport coat to a bespoke one made from the same fabric (and made for him). Here is a photo from the post:
As you can see, one of the main differences is in the right-left balance. The bespoke coat corrects for a dropped right shoulder. As I understand it, this can be corrected for in RTW as well, so long as you have a skilled tailor. They would just pick up the jacket from the shoulder seam. It should also be noted that not all bespoke tailors correct for this left-right balance issue, although they should.
Another issue is how the garment has been padded. Theoretically, "true" bespoke garments should be hand padded, although it's questionable whether all are. Here's a Henry Poole jacket (possibly made-to-measure) that has been machine-padded
tuttofattoamano.blogspot.com
I was talking to Salvo from I Sartri a few weeks ago about machine vs hand padding. Salvo is in a unique position since he offers handmade bespoke garments and runs a factory (I believe they do MTM and RTW through the factory). This is somewhat rare because most tailors are either in one area of this field or another. Bespoke tailors often don't know what are the latest technologies available to factories because they don't run factories. Someone at a factory may also not know how to make a bespoke suit -- they may only know how to do a couple of steps on the factory line.
Anyway, Salvo was telling me that there are machines now that can replicate the shaping in a hand-padded garment. I assume he means the Strobel roll-padding machine discussed in this post below. Basically, a machine stitches the garment while rolling the fabric, like on a drum.
tuttofattoamano.blogspot.com
Supposedly, the difference between machine and hand padding is only noticeable in very lightweight cloths (say, 8oz or so). In anything heavier, and certainly in the kind of heavy cloths StyleForum members here prefer, the difference is not noticeable.
What else? I suppose there's hand vs machine pressing. I once walked through Isaia's factory and saw a jacket come out of a machine press. It looked exactly like the hand-pressed garments my tailor gives me. (In terms of shaping). I imagine the machine is too expensive for a local dry cleaner, which is why most people are better off with a hand press after they've purchased a garment. But this is to say that machine-made RTW can get pretty close, if not exactly to the same point, as bespoke.
I also recently talked to another bespoke tailor who briefly worked with a Japanese factory to create a new MTM line. He said that, since the company was unwilling to buy new blocks, he found that certain figures were easier to tailor for when doing through the bespoke process. The whole point of MTM was to scale up and make a garment faster. But if someone has a very big stomach, for example, it would be easier for the tailor to correct for that front balance by hand, rather than trying to stick them through MTM. Since the block isn't created for someone with such a big stomach, it will just give them something that's too short at the front. So factory production, including MTM, is limited by what can be achieved through the blocks.
My impression is is that the value of bespoke is mostly in:
1) Symbolic Value: If you value craft for its own sake, then bespoke is nice because it represents a certain level of human achievement. For people who value tradition, it can also represent a certain old-world way of making things.
2) House Style: If you value a tailor's house style, then that may also only be achievable in bespoke.
3) Classic Style: To a degree, it also seems easier to avoid trends when you go bespoke, assuming you don't inject a trend into the design yourself. You can get a lapel that's middle-of-the-road, rather than very wide or thin. You can get a jacket that's halfway between your collar and the floor, rather than zoot-suit long or very cropped and short. So on and so forth.
4) If You Have a Difficult Figure: And clearly, if you have a difficult figure, you will probably be best served in something that's custom-made, rather than ready-to-wear.
But assuming you're easy to fit, and you're comparing apples-to-apples (high-end RTW to bespoke), can you tell the difference between something that's custom-made and something that's off-the-rack? My sense is no, but my friend says it's as plain as the sun (he also has a lot of experience with high-end RTW and bespoke, so he has an informed opinion). I'm curious to hear people's thoughts.
One of the best articles I've read on this topic is by David Isle over at No Man Walks Alone. Here's a link:

The Difference Between Ready-to-Wear and Bespoke
by David Isle Comparisons between bespoke and ready-to-wear jackets are usually complicated by different makers, different fabrics, different wearers, and all manner of other variables that could matter, at least in the addled mind of a potential bespeaker. Our recent group order of Sartoria...

As David notes, discussions of this topic are often complicated by people comparing different makers, fabrics, and even wearers. In his post, he compares a RTW Formosa sport coat to a bespoke one made from the same fabric (and made for him). Here is a photo from the post:
As you can see, one of the main differences is in the right-left balance. The bespoke coat corrects for a dropped right shoulder. As I understand it, this can be corrected for in RTW as well, so long as you have a skilled tailor. They would just pick up the jacket from the shoulder seam. It should also be noted that not all bespoke tailors correct for this left-right balance issue, although they should.
Another issue is how the garment has been padded. Theoretically, "true" bespoke garments should be hand padded, although it's questionable whether all are. Here's a Henry Poole jacket (possibly made-to-measure) that has been machine-padded
Henry Poole & Co.
Reputed to be the founders of Savile Row as well as the creators of the tuxedo, Henry Poole has a long and proud history of tailoring. The...
I was talking to Salvo from I Sartri a few weeks ago about machine vs hand padding. Salvo is in a unique position since he offers handmade bespoke garments and runs a factory (I believe they do MTM and RTW through the factory). This is somewhat rare because most tailors are either in one area of this field or another. Bespoke tailors often don't know what are the latest technologies available to factories because they don't run factories. Someone at a factory may also not know how to make a bespoke suit -- they may only know how to do a couple of steps on the factory line.
Anyway, Salvo was telling me that there are machines now that can replicate the shaping in a hand-padded garment. I assume he means the Strobel roll-padding machine discussed in this post below. Basically, a machine stitches the garment while rolling the fabric, like on a drum.

Padded lapels by machine
These days I'm working on a big project, converting a men's suit factory from an entirely fused construction to a half-canvas construction...
Supposedly, the difference between machine and hand padding is only noticeable in very lightweight cloths (say, 8oz or so). In anything heavier, and certainly in the kind of heavy cloths StyleForum members here prefer, the difference is not noticeable.
What else? I suppose there's hand vs machine pressing. I once walked through Isaia's factory and saw a jacket come out of a machine press. It looked exactly like the hand-pressed garments my tailor gives me. (In terms of shaping). I imagine the machine is too expensive for a local dry cleaner, which is why most people are better off with a hand press after they've purchased a garment. But this is to say that machine-made RTW can get pretty close, if not exactly to the same point, as bespoke.
I also recently talked to another bespoke tailor who briefly worked with a Japanese factory to create a new MTM line. He said that, since the company was unwilling to buy new blocks, he found that certain figures were easier to tailor for when doing through the bespoke process. The whole point of MTM was to scale up and make a garment faster. But if someone has a very big stomach, for example, it would be easier for the tailor to correct for that front balance by hand, rather than trying to stick them through MTM. Since the block isn't created for someone with such a big stomach, it will just give them something that's too short at the front. So factory production, including MTM, is limited by what can be achieved through the blocks.
My impression is is that the value of bespoke is mostly in:
1) Symbolic Value: If you value craft for its own sake, then bespoke is nice because it represents a certain level of human achievement. For people who value tradition, it can also represent a certain old-world way of making things.
2) House Style: If you value a tailor's house style, then that may also only be achievable in bespoke.
3) Classic Style: To a degree, it also seems easier to avoid trends when you go bespoke, assuming you don't inject a trend into the design yourself. You can get a lapel that's middle-of-the-road, rather than very wide or thin. You can get a jacket that's halfway between your collar and the floor, rather than zoot-suit long or very cropped and short. So on and so forth.
4) If You Have a Difficult Figure: And clearly, if you have a difficult figure, you will probably be best served in something that's custom-made, rather than ready-to-wear.
But assuming you're easy to fit, and you're comparing apples-to-apples (high-end RTW to bespoke), can you tell the difference between something that's custom-made and something that's off-the-rack? My sense is no, but my friend says it's as plain as the sun (he also has a lot of experience with high-end RTW and bespoke, so he has an informed opinion). I'm curious to hear people's thoughts.