For some people, buying clothes is a really stressful and difficult psychological process. You really don't know anyone who does not like shopping for clothes and would be willing to buy away that stress from a personal shopper/algorithm ?
Maybe you personally don't find value in that, or your tastes don't agree with Stichfix's style, but it seems quite understandable to me that many people would want this.
VC funding comes down to gut decisions, and I suspect there are a lot of other billion-dollar opportunities out there in spaces that are overlooked by the demographic of wealthy white american males between the ages of 25-50.
But being smart, I decided to avoid expressing my skepticism about how she was spending her money. Turns out that for her, it's a great idea. She hates to shop, hates to spend time shopping, but has to look professional for work. Like many women, she's not a size 0, so finding stuff that fits as well as looks good can be a challenge.
With Stitch Fix, they always send the right size. And the styling (as much as I can tell as a dude) looks fine. If you don't like something, you just send it back.
Prices are higher than I would have expected, but again, that's because I'm a dude who buys cheap stuff. Women's clothing is both more expensive, and less sturdy than much of what men wear.
One example comes to mind from the recent thread[1] about hiring for older programmers - someone gave an example of an older friend of theirs who started getting substantially more offers once he changed the way he dressed:
> It began with a friend who was in the job market as a 50+. More on the hardware side. This guy has some cool experience. He gets lots of interviews, they go well, but no offers. As his frustration grows, he grows desperate to try something different. He dyes some color back into his hair, gets some tinted glasses, and lets his daughter take him shopping for some more hip interview clothes. A month later and he's in bidding wars for who to hire him. He said the difference was night and day. He was now pointing out his age in interviews "are you sure I'm not too old?" and the interviewers were like "no way man."
In a case like that, fashion has clear social utility and a very real, tangible value to that person.
Most people in first world countries are well above the subsistence level, and much of what they spend their money on isn't useful. It does, however, improve their quality of life. Clothes are no better or worse than my own hobbies, and I suspect, yours.