Hoping to rebound in 2008–09, Kiprusoff arrived for the start of the season in better shape, but continued to struggle as he was questioned on whether his heavy workload the previous three seasons — he played 76, 74 and 74 games of a possible 82 — were taking a toll on him. He won his 200th career game on March 18, 2009, in a 2–1 victory over the Dallas Stars, but questions about whether he was playing too many games continued throughout the season. Although he led the League with 45 wins, his statistical averages had deteriorated for the fourth consecutive season as he admitted he struggled.