mccleary attempted a comeback at the start of the 2000–01 season. despite doubts he would be capable of returning, the canadiens signed him to a one-year, us$300,000 contract. he appeared in exhibition games with the canadians, but found he was unable to play a full shift without running short of breath. he was examined by his doctor, who noted that because his air passage was left 15% narrower than before his injury, it was too dangerous for him to continue playing. as a result, on september 20, 2000, mccleary announced his retirement, calling it the "toughest day" in his seven year career. the canadiens kept him in the organization, naming him a whl scout.