Junior career Rypien began his
junior career in 2001–02 with the
Crowsnest Pass Timberwolves of the
Alberta Junior A Hockey League (AJHL), recording 22 points (12 goals and 10 assists) over 57 games. During the season, he also debuted with the Regina Pats of the
Western Hockey League (WHL), playing one game. Unselected in the annual
WHL Bantam Draft, Rypien earned a spot with the Pats as a
walk-on. During his three-year tenure with Regina, he served as a
team captain.
Professional career Undrafted out of junior, Rypien was contacted by
Craig Heisinger, general manager of the
American Hockey League (AHL)'s
Manitoba Moose, in his last season with the Pats. Less than two months into the season, he signed a
two-way contract with the Canucks on November 9, 2005. It was his first shot on his first shift. Upon recovering, he was returned to the Moose and finished the regular season with 15 points (9 goals and 6 assists) in 49 AHL games. He played in 13 playoff games with Manitoba and recorded a goal and an assist as the Moose were eliminated in the second round. Competing for a roster spot during the Canucks' 2006 training camp, Rypien injured his thumb in a fight during a game against the
Anaheim Ducks, sidelining him for two months. Upon recovering, he joined the Canucks in early-December 2006. In his first game back against the
Colorado Avalanche on December 2, Rypien fought opposing forward
Ian Laperrière. The following contest, against the Edmonton Oilers, he was injured once again, suffering a partially torn groin muscle. Once recovered he spent the remainder of the season with the Moose, recording 6 points (3 goals and 3 assists) in 14 games. Rypien remained with the Moose to start the
2007–08 season, failing to make the Canucks' roster out of training camp. Within half a month, he was recalled by Vancouver. After being sidelined for 16 games, he was reassigned to the Moose on December 4. Splitting the remainder of the season between Manitoba and Vancouver, he was called up on two separate occasions (January 13–16 and February 26 – April 8, 2008) and finished the regular season with 14 points (3 goals and 11 assists) in 34 AHL games and 3 points (1 goal and 2 assists) in 22 NHL games. In the
2008 Calder Cup playoffs at the AHL level, he went pointless in six games as the Moose were eliminated in the first round by the
Syracuse Crunch. During the off-season, Rypien re-signed as a
restricted free agent with the Canucks on July 23, 2008. In the
following season, Rypien made the Canucks' line-up out of training camp for the first time in his career. After scoring two goals in the first five games in 2008–09, he suffered a
sports hernia in October. Upon recovering, he was granted an indefinite leave of absence for personal reasons. The Canucks organization alluded to Rypien's history of injuries as the main reason for him not returning to the team. Assistant general manager Lorne Henning stated "It's just wearing on him now – it's frustrating for him. He just has to deal with the injuries … and wrap his head around it." It was later made known, following his death, that Rypien was struggling with
clinical depression. He returned after a 70-game absence on March 31, 2009, in a contest against the Minnesota Wild. He appeared in 12 games for the Canucks in 2008–09, recording three goals and no assists. The season marked Vancouver's return to the playoffs after failing to qualify the previous season. After eliminating the
St. Louis Blues in the first round, they were defeated in six games by the
Chicago Blackhawks. Rypien appeared in all ten Canucks playoff games and recorded two points (both assists) while playing on the fourth line alongside
Darcy Hordichuk and
Ryan Johnson. He recorded his first playoff point in Game 4 of the second round against Chicago, assisting on a Hordichuk goal with a
spin-o-rama pass. Rypien continued to play on the Canucks' fourth line in 2009–10. During a game against the St. Louis Blues on December 31, 2009, he was automatically ejected after a fight with opponent
Cam Janssen revealed his hands were illegally taped below the wrist to support a sprained finger. Avoiding major injury for the first time in his NHL career, he recorded career-highs of 8 points (4 goals and 4 assists) in 69 games. Rypien was suspended indefinitely pending an in-person disciplinary hearing about the altercation. The NHL then suspended Rypien for six games and fined the Canucks $25,000, while
NHL Commissioner Gary Bettman called Engquist to apologize and offered him dinner and tickets to another game. In response, the fan stated that, although he had not yet hired a lawyer, On March 8, 2011, Rypien returned from his leave and was assigned to the Moose. The NHL waived the two-week limit allowed for a conditioning stint, allowing the Canucks to leave him with the Moose for the remainder of the season and avoid his salary cap hit. Rypien completed his final season as a Canuck with one assist over nine games, while also recording two assists in 11 AHL games. He also helped the Moose to the second round of the playoffs, recording one goal in seven post-season games. The Jets were set to begin their inaugural season after franchise's
Atlanta Thrashers relocated to
Winnipeg,
Manitoba. Under the same ownership as the Manitoba Moose, Rypien joined a familiar organization in returning to Winnipeg. Co-owner
Mark Chipman recalled Rypien's signing as "one of the best days of [his] summer", adding that "Beyond the announcement of joining the National Hockey League…that's what really brought the [Jets' return] full circle". He was prepared to switch from
jersey number 37 to 11 for the Jets, the same number he wore for the Pats during his junior career and the Moose when he first joined them. ==Playing style==