How to build an AI stylist inspired by outfits on Instagram

Last year, in a universe where it still made sense to owns pants, I decided to hire a personal stylist. In our first appointment, the stylist came to my apartment and took pictures of every clothing item I owned. In our second appointment, she met me at Nordstrom’s, where she asked me to try on a $400 casual dress, a $700 blazer, and $300 sneakers. (I never thought to ask if she worked on commission.) But only after our third and final appointment, when she finally sent me a folder full of curated “looks” made from my new and old…

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