Courtney is a champion thrifter and, shoes aside, this outfit is all second hand. The nautical-stripe dress has a ’50s vibe, but it’s actually a Vicky Vaughn piece from the ’80s. Perfect for standing purposefully on the bow of a ship, fisted hands on hips, grinning at the horizon.

Also, how enviable is her office nook? So tidy!

Courtney found the belt on the sidewalk in the Western Addition. I know that mighty sound alarming to some of you, but be ye not scandalized. People in the city just leave bags of belongings on the curb instead of lugging them to thrift shops, and decent stuff rarely sits outside for more than an hour or two.

The painted chain is from a white elephant sale. The moony eyes are from her mama, who did some catalog modeling in her day. Thanks for the good genes, mom.

These are Courtney’s go-to eyelet flats, which she realized she wanted to replace just as I was aiming my camera. San Francisco is a walking city, so flats get heavily abused. Comfy flats are by Rocket Dog, and she got them on Zappos.

Tomorrow, Courtney’s favorite jacket, which she purchased in Spain. Olé!