You have a "style expert" who you meet with over Skype video. They send you a box of clothes to try on and review with your expert over Skype video. Any items you don't like or don't fit you put back in the box and send back. They include the return shipping label in the box so you just have to put the label on tape up the box and have FedEx pick it up. You only pay for the items you keep (no shipping charges or extra fees). They try to make the process as painless as possible.
Over time as you meet with your style expert, it's always the same person, and get to know each other they get a better sense for what you like and don't like as well as keeping track of things such as sizes and fits. They also recommend what things work well together so you know what things to wear together, etc. They have definitely pushed me out of my t-shirt and jeans comfort zone, without going to fashionista or anything.
The primary drawback is my clothes budget is definitely higher than it use to be, as most of the clothes are significantly more expensive (no $20 dollar jeans) as they tend to come from more boutique and small manufacturers.
While that probably sounds an awful lot like an advertisement I have no connection with Hendricks Park other than as a happy customer.