Some people pile up as much as they can, for the sole reason because they can.
Others can appreciated the time, materials and worksmanship needed to create something unique.
They will handle those products with as much respect, pride and care as possible for as long as possible, no matter how much more they can afford.
Style has little to do with dress and a lot to do with attitude, which is why some people will never be regarded as classy or stylish by myself no matter how good their shoemaker or tailor might be.
Charles does it right
Difficult to judge whether a person has a true love and respect for their shoes or if he is just "piling them up" because he can.
How can we tell if Charles really loves and appreciates the craftmanship that went into his shoes and wardrobe? Maybe he DOES have an understanding of materials, construction and the artistry involved. BUT, maybe he just hates going shopping and therefore relies on his assistants to send his over-worn items to be repaired rather than g thru the process of fitting, etc to get new.
IMO, those Lobbs are just plain ridiculous. His continuing to wear them looks more of an issue of laziness than true love. By the time the uppers look like that, the footbeds are totally flattened and really should be totally recrafted. After a point, it is just wiser to toss and start anew.
I personally own around 100 pairs of shoes at the present time. I care for each pair personally and each pair is worn at least once a year.