Lyft LYFT

Founded in 2012 by Logan Green and John Zimmer, Lyft entered the ride-share fray with the sort of cavalier attitude that could only be described as “we’ll be the cool alternative to Uber”—an ambition that often feels like trying to outshine a supernova with a sparkler. Known for its signature pink mustaches and a knack for delivering rides that range from delightfully efficient to maddeningly unpredictable, Lyft’s defining moment came in 2015 when it flung open its doors to a wave of venture capital, securing a valuation that once flirted with $15 billion. With more than a few bumps in the road—most notably its legal spat with Uber over trade secrets and its own periodic driver shortages—the company has kept its nose clean, mostly avoiding the level of scandal that has dogged its competitor. Under CEO David Risher, Lyft tries to balance the fine line between ambitious expansion and the relentless grind of operational hiccups. Despite the controversies and the occasional ride that feels like it’s better suited for a “Curb Your Enthusiasm” episode, Lyft persists as the plucky, less-boring sibling in the world of ride-sharing.