 The Flames re @-@ signed Conroy to a new contract prior to the 2008 – 09 season and named him an alternate captain . He scored his 500th career point on January 3 , 2009 , when he assisted on Todd Bertuzzi 's game @-@ winning goal in a 3 – 2 win against the Nashville Predators , and finished the year with 48 points . The 2009 – 10 season proved a difficult one for Conroy , as he scored only three goals and 12 assists during a season shortened by wrist and knee injures along with a broken foot . He returned for another season as the Flames re @-@ signed him to a one @-@ year , two @-@ way contract for the League minimum of $ 500 @,@ 000 . At the age of 39 years , Conroy played his 1,000th NHL game , against the Colorado Avalanche , on October 28 , 2010 . Only Grant Ledyard was older ( age 40 ) when he reached that milestone . 
