This article will compare and contrast the author’s theory of Habitual Boredom with a phenomenological account of Unipolar Depression. The habitually bored show more external ambivalence, passive avoidance, and shame, as well as a tendency toward passive hope and identity confusion. The depressed show more internal ambivalence, willful (but futile) determination, and guilt as well as tendency toward hopelessness and identity objectification. The article also discusses some of the experiential similarities and developmental differences between the two phenomenon as well as some aspects of the defensive structure that initially prevents the bored from becoming depressed.