Jack is four times divorced, although he was married to Maya's high school classmate Allie for the first half of the series. They have a daughter (Maya's half-sister) named Hannah who was born in the first episode, "Back Issues." Jack showers Hannah with affection, prompting Maya's jealousy. This resentment disappears when Jack explains that he did not want to repeat with Hannah the mistakes he made with Maya. Jack has a running contest with Donald Trump as to who is, among other topics, the smartest, the richest, and the best gift giver.