I have lots of shirts and pants but just take from the bottom of the pile, put back on the top of the pile. Or left of the closet, put back on the right of the closet. I don't look like I have only one outfit but never obsess over what to wear.

It also sounds kind of silly as decisions take only as much brain power as you put into them. Does Zuck eat only one kind of food ever? (otherwise he'd have to choose :O). Does he only have one of everything? Seems unlikely...

It seems much more likely to concern having a signature look (aka Jobs) and to minimize paparazzi since all the pictures look the same and are therefore less valuable.