[Forlorn_Hope]

Alright, alright.

First: I generally make sure the person isn't in an alliance.
Second: I make sure that 2x their infrastructure + their soldiers !> my deployed soldiers
Third: I look for nations that don't look to be spending much money (An alternative option is to look for a nation that just got aid, and doesn't look like they've spent it yet)
Fourth: I kick my DEFCON to 1
Fifth: I attack... AGGRESSIVELY!