Thread (https://www.thread.com/ https://www.thread.com/) is a startup aimed exactly at trying to solve this problem. It matches you to professional stylists for

Thread (https://www.thread.com/ https://www.thread.com/) is a startup aimed exactly at trying to solve this problem. It matches you to professional stylists for free. (I'm not particularly certain what it's monetization strategy is, I suspect it has something to do with a cut of your online clothes purchases or advertising or something.)