Wolski was drafted in the first round, 21st overall, in the 2004 NHL Entry Draft by the Colorado Avalanche. It was originally believed he would be the 10th-15th pick, but some teams passed on him because he was charged with assault causing bodily harm by Toronto police shortly before the draft; Wolski allegedly beat and hospitalized another young man his age at a birthday party. The case was dismissed when it was learned Wolski was defending his girlfriend, who had been pushed off a porch. Prior to being drafted, Wolski attended St. Michael's College School and played for the Buzzers hockey team in 2001–02. Before making the Avalanche roster, he recorded 14 franchise records as a member of the Ontario Hockey League's Brampton Battalion and earned the award for OHL's Most Valuable Player in 2006. Wolski was the OHL Player of the Month an unprecedented four months in a row. He was also an alternate captain for Ontario's Under-17 team at the 2003 Canada Winter Games. Wolski played for Canada in the 2004 Canada/Russia Series and was voted Player of the Game for 2004 CHL Top Prospects Game.
Professional
Wolski made his Avalanche debut in the 2006 Stanley Cup playoffs and marked a sensational debut with three points. In his first full professional season, he played in the NHL YoungStars Game on January 23, 2007, a part of the 2007 NHL All-Star Game festivities held in Dallas. He recorded two points for the Western Conference. In the 2008–09 season, Wolski demonstrated his scoring talent in shootouts. At season's end, he would score 10 times out of 12 attempts, establishing a single-season record in percentage of shootout goals scored. His 14 goals and 28 assists would be good enough to finish third on the Avs with 42 points, behind Milan Hejduk and Ryan Smyth. On March 3, 2010, Wolski was traded to the Phoenix Coyotes in exchange for Peter Mueller and Kevin Porter. In his first game with the Coyotes, he scored the game-winning goal against his former team, the Avalanche, with just 22 seconds left in the third period. Three days later, in his second game with the Coyotes, he scored again in a 4–0 win against the Anaheim Ducks. On June 28, 2010, Wolski signed a two-year contract extension with the Coyotes. After joining Phoenix, he switched from the number 8 he wore in Colorado to number 86, becoming the second NHL player to wear that number. In the 2010–11 season, Wolski failed to recapture his scoring pace from after last years trade from Colorado. With a steadily diminished role with the Coyotes, he was traded for the second time within a year to the New York Rangers in exchange for Michal Rozsíval on January 10, 2011. Wolski also failed to click with the Rangers, building a reputation as a player who "would rather not play in tough areas to score", he was a healthy scratch on more than one occasion. On February 25, 2012, Wolski was traded to the Florida Panthers in exchange for Michael Vernace and a third-round pick in the 2013 NHL Entry Draft. Wolski joined his fifth team in just over two years when he signed a one-year, $600,000 contract as a free agent with the Washington Capitals for the 2012–13 season on July 11, 2012. During the 2012–13 NHL lockout, Wolski joined Ciarko PBS Bank KH Sanok, the top team at the time in the Polska Liga Hokejowa, the top-tier hockey league in Poland. He rejoined the Capitals at the start of the NHL season but was not utilized much during the lockout-shortened season. Wolski produced 4 goals and 5 assists in 27 games with the Caps. Wolski signed with Torpedo Nizhny Novgorod of the Kontinental Hockey League on May 20, 2013. After two successful seasons within Novgorod, he moved to Metallurg Magnitogorsk in signing a lucrative two-year deal on May 1, 2015. Wolski won the Gagarin Cup in 2016, his first season with Metallurg. On October 13, 2016, Wolski broke his neck and suffered a concussion in a freak accident during the game between Metallurg and Barys Astana, which left him unable to play for the rest of the season. In the 2018–19 season, Wolski contributed offensively on the top scoring line with 15 points through his first 18 games. However, with Metallurg exceeding their foreign player quota with the acquisition of Nick Shore, Wolski was released from his contract on October 19, 2018. As a free agent, Wolski made a return to previous club, Kunlun Red Star, agreeing to a two-year contract to continue in the KHL on October 27, 2018. In the 2019–20 season, Wolski was limited to just 19 games with the Red Star through injury. In returning to health, Wolski left Kunlun and the KHL, securing a release on December 5, 2019. He signed a short-term contract to appear with Swiss National League club HC Ambrì-Piotta at the 2020 Spengler Cup before agreeing to a contract for the remainder of the season with Czech club, HC Oceláři Třinec of the Czech Extraliga on December 31, 2019.
Wolski left Poland with his parents and older brother Kordian in 1989. Two years later, by way of West Germany, they finally landed in Toronto, Ontario. He learned how to skate at a local outdoor skating rink in Etobicoke using his brother's skates, which were a few sizes too big. In order to make them fit, he would wear three pairs of socks and stuff the front of the boot with newspapers. The first NHL game he attended as a young boy saw the Colorado Avalanche face the Toronto Maple Leafs at Maple Leaf Gardens. He followed the Avalanche as his favourite team ever since then and grew to idolize future teammate Joe Sakic before coincidentally being drafted by Colorado himself. In 2006–07, Wolski dated Canadian actress Ashley Leggat while playing for the Avalanche.
