Carl Jung argued that emotional wisdom does not come from cultivating only what is pleasant or socially acceptable within us. Instead, it grows from a difficult psychological task: facing the shadow.

This isn’t the first time I’m writing about Lady Gaga, and it won’t be the last. I’ve been a “little monster” for as long as they’ve existed. I even took my mother and sister to a Lady Gaga concert.

Shadow OS applies 3,000 years of decision science and Jungian psychology to the choices people lose sleep over. Now on iOS and Android. Jung found that when you bring a real question to this system, ...