Shanghai has long been seen as a city of juxtapositions, a reputation that first took hold when it was divided into foreign-run and Chinese-run districts in the nineteenth century. More recently, though, it has become an open question as to whether the most striking juxtapositions in the metropolis relate to cultural difference or chronology. This essay explores this theme, paying particular attention to how, in the twenty-first century, its people sometimes see Shanghai as a meeting point between the past, the present, and the future.