Charles Barkley Makes Kawhi Leonard and Sidney Crosby Comparison Barkley spoke during the first intermission of Game 7 of the Stanley Cup Final. The NBA analyst was asked, "If Kawhi Leonard was a hockey player, who would he be?" Barkley's immediate response was Sidney Crosby. Charles Barkley, via NBC Charles Barkley, via NBC Crosby was the youngest captain to win a Stanley Cup at age 21 for the Pittsburgh Penguins. Leonard won the NBA Finals MVP for the San Antonio Spurs at 22 years old, behind only Magic Johnson, who won the Finals MVP at age 20 and 22 years, 298 days. Leonard has had another dominant postseason this year, leading the Toronto Raptors to the NBA Finals. The Raptors are one win away from their first NBA title in franchise history.