Take happiness, success, self-confidence out of the equation. Everyone, at some point, has wanted to be somebody else, or imagined themselves living a completely different life. Wouldn’t it be nice to trade places, even for a day, with Cindy Crawford, Thomas Keller or Lin Manuel Miranda? We asked fashion designer Karen Caldwell to choose her aspirational alter ego, and she picked Iris Apfel. Prima ballerina Yuan Yuan Tan channeled In the Mood for Love star Maggie Cheung, and Robert Mailer Anderson exuded world-weary gravitas as literary detective Sam Spade. Last but not least, Dede Wilsey, a generous supporter of the arts, took on the role of artist— paint splatters and all! In our feature,“What If They Were…,” we reimagine these Bay Area luminaries as their bizarro selves: a private eye, a painter, a movie star and an incredibly chic gardener.