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Jaclyn Shanfeld became a fashion entrepreneur by accident. After snapping off a heel while rushing to a bar mitzvah in Beverly Hills, she hobbled into the local Fred Segal boutique and panic-bought a pair of Yves Saint Laurents—that turned out to be too small. After a few hours of podiatric torture, Shanfeld slumped in a chair to ponder her fate: She’d just dropped $900 for designer shoes that didn’t fit. Return them? Sorry, Segal didn’t take shoe returns.