i finally ditched my cheap spalding tennies and repaced them with equally cheap truetechs, both from big 5
i still have my nice workboots...carolinas...and some casual weekend boots...eccos
i have a medium priced pair of black dress shoes by nunn bush and they need to have new heels put on them
if money was no object, i would get some mephisto or ecco tennis shoes and replace my dress shoes with some higher priced black rockports
i think four pairs of shoes...yard work, casual weekend, basic tennis shoes, and black dress shoes are all i really need
UPDATE:
OK OK, my neighbor just got some hiking boots which i think were too small for him so he gave them to me...some nice thirty dollar-ish colemans...so now i have five pairs, three basic ones and two expensive ones
but i will never need a really large, hip collection like my (almost) neighbor vniow