Gleason was drafted in the second round, 36th overall, by the London Knights in the 2014 Ontario Hockey League (OHL) draft.[1] In August 2015, Gleason was one of 11 OHL players selected for the USA Hockey All-American Prospects Game, a game compiled of the top U.S. NHL draft eligible players.[2] However, on October 7, 2015, Gleason was traded to the Hamilton Bulldogs in exchange for a second round pick in the 2017 OHL Selection and a conditional 15th round pick in 2019.[3] Despite his successful season, with 33 points in 66 games, Gleason was passed over in the 2016 NHL entry draft.[4]
As an overage player during the 2017–18 season, Gleason helped lead the Bulldogs to their first Leyden Trophy as the regular season champion of the East division in the OHL.[5]
Undrafted in the NHL entry draft, Gleason signed a three-year entry-level contract with the Dallas Stars on September 13, 2018.[6] After attending the Stars' training camp, he was assigned to the Texas Stars of the American Hockey League (AHL).[7] Gleason was recalled to the NHL on November 10,[8] where he recorded his first NHL point on an assist of Denis Gurianov's first NHL goal that night as the Stars lost the game in overtime to the Nashville Predators.[9] On November 22, he was reassigned to the Texas Stars.[10]
As a free agent from the Stars after five seasons within the organization, Gleason was signed to a two-year, $1.55 million contract with the Edmonton Oilers on July 2, 2023.[11] Gleason impressed Oilers staff during the 2023–24 preseason and was considered a dark horse to make the final roster.[12] In spite of this, Gleason was a late cut from their roster and was re-assigned to their AHL affiliate, the Bakersfield Condors, prior to the start of the season.[13] He tallied two goals and seven assists for nine points through 14 games before being recalled to the NHL on December 7.[14]
↑ Mountain, Jamie (November 16, 2015). "Hamilton Bulldogs battling through early adversity". torontoobserver.ca. Retrieved November 11, 2018. said Gleason, who is the cousin of Washington Capitals defenceman Tim Gleason
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