I can tell you that starting with Family spells doom. I mean, Family is a fucking minefield. It is, no question, the hardest thing to stop giving a fuck about. For one, there is a sense of obligation when it comes to family, which supersedes even feelings and opinions. This is why I recommend adding Obligations to the list of Things to potentially not give a fuck about, thereby determining your feelings about obligation before you get to a particular relative, family-related event, or memento.
