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After 7 professional seasons, Gysbers announced his retirement on May 17, 2017.

In the 2014–15 season, Gysbers appeared in 44 games with TPS before opting for a mid-season transfer to the Swedish Hockey League with Djurgårdens IF on January 31, 2015. The 2015-16 season saw him skate for KHL Medveščak Zagreb in the Kontinental Hockey League. He left the Croatian side upon the conclusion of the 2015-16 campaign and signed with the Schwenninger Wild Wings of the German top-flight Deutsche Eishockey Liga (DEL) in June 2016.

After parts of four seasons within the Maple Leafs organization, Gysbers left as a free agent to pursue a European career. On August 7, 2013, Gysbers signed a one-year deal with Ilves of the Finnish Liiga. At the conclusion of the 2013–14 season, Gysbers transferred to fellow Finnish club, HC TPS on May 5, 2014.

On July 17, 2012, Gysbers was signed to a one-year contract extension to remain with the Maple Leafs.

On March 14, 2010, The Toronto Marlies signed defenceman Simon Gysbers to an amateur try-out contract. In the 2011–12 regular season, Simon was the team's defense points leader. In Game #5 of the AHL Western Conference Finals, Simon scored the winning goal (and what many consider to be the biggest of his AHL career) to break a 1-1 tie and help propel the Marlies to the Calder Cup Final.

Starting with the 2006–07 season, he played for Lake Superior State University of the CCHA, where he shared Soo BlueLiners Outstanding Freshman Award with teammate Nathan Perkovich and finished second among Lakers rookies in terms of points and was fourth on the team overall in points during the CCHA playoffs, despite missing one of the seven games due to an injury. He also earned his first two collegiate points during the Lakers' 7–6 overtime victory at Ohio State University. He scored his first career goal during a 3–2 overtime victory over Nebraska-Omaha. In addition, he scored a goal in each game of the Lakers' three-game CCHA playoffs first-round series against Ferris State University. Lastly, he finished second among Lakers defensemen in plus-minus rating at +5.

Son of Andy and Wendy Gysbers. Simon majored in management. Also, he graduated Cardinal Carter Catholic High School in 2005.

Gysbers began his junior career with the Stouffville Spirit of the Ontario Junior Hockey League (OPJHL) in the 2003–04 season. He played for the same team for three seasons. He was named the league's outstanding defenseman in 2004–05 season. Next season, he was the Ontario Provincial Junior Hockey League's Defenseman of the Year after totaling eight goals and 24 assists for the Stouffville Spirit in the 2005–06 season. He also helped lead the Spirit to the OPJHL North/West Conference title with a 26–10–9 record and played in the Canadian Junior A all-star game. Prior to the 2006 National Hockey League Entry Draft, was ranked 153rd on the NHL's Central Scouting List.

Simon Gysbers (born May 7, 1987) is a former Canadian professional ice hockey defenceman. He played in the American Hockey League with the Toronto Marlies before spending his career largely in Europe finishing his career with the Schwenninger Wild Wings in the Deutsche Eishockey Liga (DEL).