Every man should have at least one good suit, and every woman should have at least one good jacket with matching pants or a skirt. Di Giusto recommends that these "investment pieces" should feel expensive, but that for her clients, "The more they make, the more they have to invest."
She clarifies that professionals can "shop smart," as long as they don't skimp on quality. She recommends visiting designer outlets, as well as online equivalents, like The Outnet and Gilt.
In her book, Oliver recommends sticking to the "one-third rule": Buy "one-third as many clothes as you do now, but spend three times as much on each item." So instead of buying three pairs of pants at average prices, buy one pair of expensive pants and wear them everywhere.