Scrimp on... Shoes that don’t require a lot of construction (rain boots, flip-flops) and trend pieces that you won’t wear next season.
Shop the best sales. Cleary likes Bergdorf Goodman’s end-of-season clearances (bergdorfgoodman.com). Joyce Chang, editor of Shoeblog.com, recommends Saks (saks.com). For year-round bargains, try outnet.com, yoox.com, 6pm.com, and shoebuy.com.
Give ’em a rest. Avoid wearing the same good leather shoes two days in a row. Perspiration can take 24 hours to dry, and that moisture, along with the bacteria in sweat, can damage leather, says Eileen Lewis, director of fashion strategies for e-retailer Zappos.com. You have more leeway with shoes made of a synthetic material, like sneakers.
Expand your options. A cobbler can stretch the width of shoes for about $10 and boots for around $18, but the length is tougher. Boot calves can be stretched, for about $40, or have elastic panels inserted, starting at $90―just in case tight ones are on sale. (Who can resist?)