I started out with 2 bespoke suits in simple cloth, worn with lands end shirts and rockport shoes. then I got more besspoke suits, going to thailand, and bespoke shirts, and church (pre-prada) shoes. then better bespoke suits, better bespoke shirts, and vass shoes. now, aside from socks and underwear, I am all bespoke. I have never spent 20K a year, and I don't spend even 5K a year in maintaining it all. I have a modest wordrobe, but it is good enough for me. that said, I needed to look good for work, I enjoyed spending money on this area, and I was a dificult fit. and I was careful not to damage my suits, when possible.