I'm a sucker for design ingenuity. And while it might not be jacket weather, if you live in the Bay Area, you always bring a jacket with you—evenings are almost always cool.
So this Swacket by Harputs meets all my criteria. With a bold, minimalistic style that can be worn in a variety of ways, and several fabric offerings, this is a piece you'll have for a long time. Ranging in price from $370 - $710, it's an investment, but well worth it. Designed and made in San Francisco by Harputs, a husband-and-wife team, once you try this on, you won't be able to take it off.
Visits harputsown.com for a look at this Swacket and more, and schedule a visit to the studio.