Probably more than I need: I have 1) brown dress shoes- $60, 2) brown casual shoes- $30 after coupons, 3) "good" tennis shoes (small holes)- $25, 4) "chore" tennis shoes (repaired with duct tape)-$30, 5) dress black shoes (soles coming off)- $30. 6) Plus show boots- $25 on clearance. So total of 6 pairs. I could probably cut back, removing one pair of tennis shoes and one pair of brown shoes.
I'll need to replace the black dress shoes sometime since I have work clothes that don't match brown shoes. I might try to stretch and get higher quality shoes this time, the ones I have now are almost completely worn out after 2 years.