your friend is wrong, he needs to use 2 aero ports for 1 sub. 4 ports are used with 2 subs. dont use winsd it will not give u the right specs for a box with aero ports. There is only one program that can calculate correct specs for aero ports and its not winsd.
if u want to tune to 40hz in that box this is what u need. roughly 2.8 cube box, 2 aero ports that are 4 inches in diameter and are 7.5 inches long. This will give you 40hz with aero ports.
what your friend wants is a crx style box. Here is a pic of the standart crx box:
and here is a pic of my jeep box, its a 2001 Grand Cherokee