Born in San Francisco and based in New York, Alexander Wang mixes West Coast ease with a grungy East Coast attitude. The designer launched his first collection in 2005 and quickly found fans among his model friends and industry bigwigs like Anna Wintour and Diane von Furstenberg (who later become his mentor) with a small collection of six unisex knits. Due to its success, an eponymous line came later in 2007, with handbags introduced the following year. Completing the trifecta, quality-crafted leather flats and heels are an easy way to work the brand’s casual-yet-confident aesthetic. A sandal/pump hybrid, the “Lovisa” point-toe pump is a signature style. The tough cuffed ankle and lower heel add structure, making them a savvy choice for round-the-clock dressing. With ankle boots and brogues, look out for sports-inspired detailing like architectural, spliced-open heels and bright white hues; these are the points of difference that set them apart.