After a 65-point season in 2000–01, Drury won the Stanley Cup with the Avalanche, adding 16 points in the playoffs. Drury became a fan favorite with the Avalanche crowd primarily due to his clutch play during playoffs. He had a total of 11 game-winning goals in four straight playoff seasons in Colorado. Avalanche captain Joe Sakic once said of Drury, "You want a goal, you're in overtime – you want him." Because of his penchant for game-winning goals, Drury was often referred to as one of the best clutch players in the NHL.