For myself, I was thinking January, when all the stress has died down and I can move forward in a low-key manner, or sometime in spring (late March to early April).
I was very close this past Saturday when I had my parents and my sister at the dinner table. I imagine my mother would be most supportive, but my father maybe not so much. My sister would probably be the type to tell me, "No, you're not. It's just the stress of divorce, unemployment, etc." She is the really pushy, confrontational type.
There is also National Coming Out Day this Thursday (October 11th), but 1) Really, how many people know about it? and 2) I am not sure I want to do something just because the calendar tells me to do so.
Your answers are very much appreciated.