Chris Dudley: .458
This journeyman center stayed in the league for 16 seasons and compiled the second-worst free-throw percentage ever, which weirdly, turned into a campaign liability when he ran for governor of Oregon in 2010.
A lowlight: missing 17 of 18 free throws in a 1990 game. Another one: Getting five chances in 1989 to make a free throw on a single play (lots of lane violations) and whiffing on all five. "I wasn't good at free throws," Dudley reportedly said. "Neither was Shaq. So really, you could describe my game as Shaq-esque."