Okay, I would choose PPO breakfast, but I think that the days of an empty Main Street and Castle area are long gone.
I try to book a PPO meal in a park on every trip, but when booking MK meals, I keep in mind the sheer number of peole that BOG can hold. Yes, the traffic is much lighter, but it is still busy in comparison to the "old days" when there was just CP and CRT offering early entry meals.
Also, keep in mind that park hours do change and they can change at the last minute fairly often.
As to Family of the Day, I would not make any plans if the only reason for the plan is to be chosen. Make whatever plans you want for any given day, and enjoy any perks that may happen that day. Only one family is chosen, so when you consider the odds, well.....you can see that the odds of being "that" family are extremely low.