Though it doesn't say so, I think the contest is tilted toward NYC entrants.
I would love to see aportnoy, Manton, EusticeTilly, Concordia and guys like that enter. If out of towners are treated fairly then Vox, Matt, whnay and many others should enter something like this , but I doubt they will. A lot of talent on SF. Foo might take the time to enter, but he was slighted by GQ, IMO and would be swimming upstream.
Good solid entrants might be Spoo, NYRanger, SkinnyGoomba, and GDL and many others.
But I bet the winner of course will be an exemplar of whatever Designer RTW Bloomingdales is featuring this season. That makes it tough on the Bespoke crowd.
Note which maker gets the most space on the websites menswear page! Maybe DocHolliday could put together a great entry video.
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Designer Shops
* Burberry
* Hugo Boss
* Polo Ralph Lauren
* RLX Ralph Lauren
* Salvatore Ferragamo
* Theory
are these ( from the webpage ). Anyone strong in these designers would have a leg up I bet.