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The Men of Gilt Man Rock Summer Office Style: Part Deux

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Welcome to the latest edition of Working It, where Racked National takes street style to the next level—the office. The litmus test of a true fashionista is how she (or he) rocks her style on any old day to work. Forget the pedestrian khakis and a button downs—these fashionable professionals take the office dress code to a whole other dimension. Quick, somebody call HR!

Photo credit: Parker Steele/Gilt Groupe

This week we are back at the New York offices of Gilt Man for Part II of our visit to Gilt Groupe's men's division. In case you need a little refresher, last week in Part I we introduced you to Tyler Thoreson, John Auerbach, Nick Wooster, and Mimi Fukuyoshi. Now it's time to meet the gentleman of round two.

Josh Peskowitz, Style Director, Gilt Man: My style is an intersection of old world tailored and street sensibility. The most important things to me are construction and detail. I love the clothing from my father and grandfather's eras, but I'll never not get excited about a really fresh pair of sneakers. It's about finding that balance.

Peskowitz is wearing a Billy Reid jacket, polo shirt by Brunello Cucinelli, pants from C.P. Company, Esquivel dusty rose/burgundy shoes, belt by Billy Kirk, Omega watch, and pocket square from Etro.

Style advice: My advice is that great clothes make you stand up taller and feel more confident. You don't need a ton, but consider your clothes carefully. Wear what you feel comfortable in but make sure it fits properly.

Jared Flint, Style Editor, Gilt Man: I don't think I could really define my style. And that's not because of my mind-blowing ability to defy simple classification, far from it. It's more because I'm too scatterbrained to nail down one look. I've always been envious of people who have a look, the Tom Wolfe's of the world. Some days I wake up and feel like being an Aloha Airlines pilot manning that Kahului to Lihue route. Other days? I don't know...William F. Buckley? Gore Vidal? Maybe a little Coolidge? But I guess I could say my style is very much a product of where I'm from (California), where I live (New York City), and the people around me.

Flint is wearing a jacket by J.Crew, shirt from Reyn Spooner that’s about six-years-old, pants by Corpus, Florsheim by Duckie Brown saddle shoes, pocket square from Brooks Brothers, and the bracelet is Flint’s own from the Jean Shop.

Style advice: Do what makes you feel comfortable. Break rules. And never say, "I don't think I could pull it off." If you're doubtful about anything, overdress, for everything.

Jonathan Evans, Associate Editor, Gilt Man: My style is a little bit classic menswear with a whole lot of my own tendency to get bored mixed in there. As much as I've tried to settle into an everyday uniform, I always end up failing in that venture when I get antsy and decide it's time to wear a pair of orange chinos or something of that ilk. I guess I'm just not built for sartorial consistency. I do try to root the more out-there stuff with solid standby pieces—a good blazer, nice shoes—though. I figure if you're going a little adventurous on one side, it's a good idea to keep your other stuff more muted. Oh, and let's not forget the Internet. Blogs, Twitter, Tumblr, all that jazz—there's a thriving menswear community online right now, and it's a constant source of inspiration.

Evans is wearing a jacket from L.B.M. 1911 bought on Gilt, shirt from Epaulaet in Carroll Gardens, pants by Crate Denim from Goose Barnacle in Brooklyn Heights (a gift), Baron Wells belt bought on Gilt, John Lobb's William I shoes that were a gift, socks by Happy Socks bought on Gilt, pocket square by Brooks Brothers that he stole from his cohort Christopher Wallace this morning, a Timex watch with a NATO strap, and glasses by Warby Parker.

Style advice: Invest in quality footwear. It looks better, it lasts longer, and it's true when they say that people will notice you went the extra mile. And if you own any black square-toed shoes, step away from your computer right now, get them, go outside, and light them on fire. Same goes for every other color in that style.

Christopher Wallace, Contributing Editor, Gilt Man: For me it all comes from the books and movies I loved as a kid. Fellini, Cheever, Bowles, Godard, and Antonioni (and a zillion others) built a world I wanted to live in and, I suppose, in a way I have just moved there in my mind. I'm still trying to dress like 60s Bond, Guido Anselmi, and the rest of my childhood heroes, but playing with fits and fabrics available now (and without M's budget).

Wallace is wearing bespoke jacket and shirt, pants by Dockers, Polo Ralph Lauren belt, tie from a thrift store, shoes by Salvatore Ferragamo, socks from Pantherella bought on Gilt, custom cufflinks, vintage Omega watch, and pocket square from Brooks Brothers.

Style advice: I think that, for a guy, whether you are an artist, a banker, a sailor or a shepherd, style is aspirational. You've seen someone who does it right, who you look up to, who you want to emulate. At first you kinda fake it 'til you make it. And then it becomes yours. You own it and you can play with it as you deem appropriate.
· Gilt Man [Official Site]
· Gilt MANual [Official Site]
· All Working It posts [Racked]