In the 2009–10 season, Leopold scored seven goals and 18 points in 61 games with the Panthers. On March 1, 2010, he was then traded to the Pittsburgh Penguins for a second-round draft pick in the 2010 NHL Entry Draft. On April 16, 2010, in Game 2 of a playoff series between the Penguins and the Ottawa Senators, Leopold's series was ended by a devastating hit from Senators defenseman Andy Sutton. Leopold, who had a history of concussion injuries, remained unconscious on the ice for several minutes. Leopold later returned to the Pens' lineup for Game 2 of the Eastern Conference Semi-final matchup against the Montreal Canadiens.