In the cooler months, I like to find a weekend “look” and pretty much stick to it. I don’t want to look like I’m trying too hard (honestly ever), but especially on the weekends. I want a classic but still “cool” uniform. One that is just like Jane. She really did, and still does, get it right. Except for a straw bag no matter what time of year, there aren’t any surprises in what she wears per se. Rather she does two things: 1) She sticks to clean, easy pieces and 2) she kind of makes an effortless effort, meaning no sweats (no one did then), often boots and belts; she’s pulled together, but just so.