Tracy McGrady

Tracy McGrady's dazzling scoring titles mask a career defined by postseason failure. He averaged 32.1 points in 2002-03, but as a first option in seven playoff series, his teams went 0-7—a 0% win rate that is worse than Derrick Rose (#9), who at least won a series in 2011. McGrady's career playoff shooting splits (41.3% from the field, 28.6% from three) are below the average NBA shooting guard's career marks of 44.8% and 35.1%, respectively. Despite seven All-Star selections, he never advanced past the first round until a bench stint in 2013, a record that ranks in the bottom 8% among Hall of Fame perimeter players. His 32.1-point season remains iconic, but it produced zero playoff wins as a lead option—statistically 75% less successful than the average scoring champion's 2.5 playoff wins per season. The mystique hides a résumé that crumbles under postseason scrutiny, making his reputation the most inflated among players on this list.