And if I make less than $100k a year I probably won't buy $3500 suits.
My wife and I make well over $100K a year, and I would NEVER waste $3,500 on ANY suit. Clothes are quickly depreciating assets -- any expenditure on clothes should be minimized as much as possible. I'd spend maybe $500 AT MOST on the best quality Italian suit I can find in that price range, and then invest the remaining $3,000 in a company's stock, real estate, oil and gas trusts, etc. Nobody ever got rich buying clothes to wear for themselves. But, buying clothes to sell to others on eBay can be pretty lucrative though, if you can get a big enough volume going. :-)