Originally drafted by Colorado in the second round (33rd overall) of the 2009 NHL Draft, O'Reilly will enter the 2023-24 season just nine games shy of 1,000 in his NHL career, having previously played for the Avalanche, Sabres, Blues and Maple Leafs. He won the Stanley Cup and Conn Smythe Trophy with St. Louis in 2019 and has collected numerous other accolades during his 14-year NHL career, including the Selke Trophy (2019), Lady Byng Memorial Trophy (2014) and three trips to the NHL All-Star Game.