There were many parts of my former life as a plus-size model I found difficult: dealing with rejection on a daily basis and posing for 12 hours straight in too-small shoes, to name just two. But getting dressed was never an issue. With skinny jeans and a scoop-neck tee, I could consider myself dressed for work—a feeling that ended abruptly when I left the modeling world and became a fashion writer. I wanted to be taken seriously, and I knew my usual distressed denim wouldn't do it. When I landed an interview at Glamour, I was so stumped that I spent hours combing street-style galleries to see what fashion editors were wearing to work. (The answer, by the way, was unexpected shapes in neutral colors.) I got the job—thank you, black jumpsuit, menswear blazer, pointy- toe pumps, and bucket bag!—but then I faced an even bigger hurdle: How to build an entire closet of editor-level looks. I'm sure you can relate to the challenge—because dressing for work has always been tough: You have to find clothes that feel good, flatter, and fit into your office culture. But these days they have to push your personal brand too, since social media