On the fourth floor of a SoHo walk-up, there’s a one-room loft filled with ten computers and, seated at every one of them, a corresponding twenty-something guy wearing mostly black. Each employee endlessly switches back and forth between open tabs on their browsers, responding to emails in between. In the corner are clothing racks packed with pieces that make any fashion follower’s knees buckle: late ‘90s Helmut Lang, bankable Raf Simons, rare finds from Japanese brand Undercover. They’re humble surroundings, spiked with dashes of luxury, a visual metaphor for what has quickly become the leading authority in used menswear: Grailed.

For those who aren’t the type to drop a G on a Rick Owens leather jacket from three seasons ago, some background: Grailed is the hyper-specific version of eBay made for menswear nerds. Since launching in late 2013, it has become the service of choice for discerning guys to sell their used clothing. Founder Arun Gupta built Grailed after realizing there was no used clothing service that catered specifically to men. “I spent so much time on StyleForum, SuperFuture, and StyleZeitgeist trying to come up on good deals, but I had no money and no job,” Arun says. “When you can cop a $240 sweater for $40, that’s an amazing thing. So clearly, the deals are great. But you feel like a rookie and outsider—people are mean to you and judge you. There’s a large barrier to entry that makes it difficult.”

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