River Raine -- Tracking helps me understand what categories of clothing I buy obsessively (e.g., lounge wear). When I see the numbers start to climb (more than 10), I can rationalize that I no longer need to be buying that particular category (at least for a while). It really helped me understand my buying habits and allowed me to rewire my brain.
Tracking also helps me understand what categories of clothing I buy that I achieve a low cost per wear. For example, I found that I can buy expensive bags and belts because I use them daily. The cost per wear goes down really rapidly. It made sense to buy better items that would last me a long time and look really good.
In contrast, I just don't get a good cost per wear from shoes. I have too many shoes and I spread the wears across a large number. Buying expensive shoes does not make sense for my lifestyle. I will never achieve a reasonable cost per wear for shoes.
It also allowed me to set maximum allowable prices for certain categories based on cost per wear.
So there are many, many benefits from tracking the number of wears. I use my spreadsheets to make unemotional buying decisions.