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I don't know if there's still a market for that kind of old Brooks clothing. Fewer and fewer people wear tailored clothing. Brooks also used to rely on generations of customers, so that a father would introduce his son to his sales associate, who would then buy his first suit from this SA (their vanity book Generations of Style alludes to this history). But I think the only way to tell is if Brooks shaped the market in thier image, not follow trends like Italian menswear.
Interesting that as you were writing this, I was writing my real world example of it.
They dropped Alden as a supplier. I don't know if they'll revive that relationship, but I imagine they started using Italian factories because they're cheaper.
I doubt it, see my comment above.
The main reason to purchase BB x Alden shoes was they offered special makeups that were not produced (or allowed to be produced) for any other retailers. You could not even get them at Alden stores.
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