This article was actually really confusing. It reminded me of people who spend their time coming up with the "perfect productivity system", a quest which ends up ironically consuming all their time and preventing them from actually getting any real work done. I largely wear the same thing every day too -- I have 5 pairs of jeans, a single pair of shoes, and a bunch of polo shorts that I bought on sale once. Regardless of what I pick, it matches, so there is really no decision at all.