I have so many pairs of shoes now that I only wear some of them a few times a year. I only ever buy ones that I’ll have forever on deep discount (picked up a couple pair of Allen Edmonds for $100 each recently).

For the price of 2 Allen Edmonds bought retail, I could have 7 pairs of their timeless shoes, rotate them regularly, and never buy shoes again.

In reality, I have 4. 2 brown and 2 black, and that’s more than enough. My Dad has the same, and is still wearing his from the 80s on a daily basis.