At the beginning of 2005, I’d spent much of my recent career working at small magazines about ideas and culture that ran out of money and folded, so the prospect of going to a large, established publisher, and making a better salary, was very appealing. I’m not exactly in Lucky’s target demographic — twentysomething women who like cute, affordable outfits — and I was one of only four men on the entire editorial staff. But running the copy department at Condé Nast’s groundbreaking magazine/catalog hybrid was a great day job while I developed material for my blog, Panopticist, which had a lot of momentum in 2005. There were a lot of smart, talented people at Lucky, and I came to learn far more than I ever expected to know about espadrilles, concealer, and Empire-waist dresses (not “empire-waist,” mind you). After a year at Lucky, I left to become the online editor at Vanity Fair.