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Dear Costume Department: ‘How to Succeed in Business Without Really Trying’

Editor’s note: Welcome to Dear Costume Department, a bi-weekly feature brought to you by our fashion-minded friends from Of a Kind, a curated shopping site of limited-edition goods by emerging designers. With each installment, they’ll bring you a head-to-toe look inspired by a buzzed-about pop culture personality — complete with info on where to grab the pieces for your own closet. Enjoy!

Though the news that Harry Potter was coming back to Broadway — this time with his pants on! — for a show that won seven Tonys back in 1961 was big, somehow it’s just as thrilling that he’s been replaced by Darren Criss, the guy who keeps us tuning into Glee even though the show has most definitely jumped the shark. Hopefully with the impossibly charismatic actor comes a spiffed-up look — god knows dude can do flamboyant without losing an ounce of that slicked-hair appeal of his.

What’s more winning that a super-classic, slim-cut gray flannel suit like this one from Unis? Absolutely nothing.

This red-and-blue striped oxford from NYC-based Matt Singer can take a guy from window washer to chairman of the board in no time flat.

These Baron Wells cufflinks really set the mood: In business, sometimes people get screwed.

It’s going to tough to find shoes with more class than this Esquivel pair — they really sell that whole Old Ivy pedigree.

There’s no point in wearing a bow tie if it’s not a little loud. This incarnation — handmade in Philadelphia by Forage — would attract the attention of both Hedy and Rosemary.

Libero Ferraro makes the sort of briefcase that makes a man look a tad older, a little bit more experienced, and a lot more in-charge.

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