To get myself started on this journey I've spent a few hours today cleaning up and putting clothes that no longer fit or are tired or ones that I never wear into piles to be donated to those who cant afford to shop for clothes.
Some nice suites that fitted me in my younger years, some jackets that I've obtained over the years that no longer fit (can't even get close to buttoning them up) set aside for some thrift shops.
I've vastly cut down on the t-shirt and short piles of clothes I wore in my varsity days (still got some, it gets crazy hot here in summer so I'll slowly see how I can make those outfits look cleaner and smarter while keeping cool).
I have a good few short sleeve shirts, some long ones and a decent collection of chinos. Missing one or two of the key plain blue shirts.
High on my list is to get some jackets (and to clean up my tie collection) and 2-3 pairs of nicer shoes and then I should be on a nice start of consistently dressing more stylishly.
Now that I can more easily organize my clothes I can better decide what to wear. Still haven't got rid of as much as I would ideally like to but I think slowly trying out the more formal styles and gaining confidence will help me "let go" of some of the other clothes.
Needed to share as its been a great mental lift to go through things and see that I am not as bad as I thought I was, still a way to go but happy that I don't have to start from scratch