On May 13, 2008, Oshie opted to forgo his senior season at North Dakota and signed with the St. Louis Blues. He scored his first career NHL goal on October 22, 2008, against the Detroit Red Wings. Oshie quickly became a fan favorite due to his fast and energetic style of play. Playing in 57 games, he scored 14 goals and 25 assists for 39 points during his rookie year. At the end of the season, he won the NHL's 2008–09 "Goal of the Year" honors, a fan-voted contest on the NHL's website.