> On the one hand, you're targeting guys who feel like they don't know enough about fashion to be able to make good clothing choices themselves -- so they trust an unknown stylist with unknown credentials to make the choice for them.
> On the other hand, you're targeting guys who value premium, name-brand clothes.
I fit both of those categories, and I don't think that I am particularly unusual in that regard. That said, I share similar reservations about a subscription model for clothing as others have voiced here, but I might give it a go.