[2] Glass played AAA ice hockey with the Winnipeg Thrashers during the 2014–15 season, recording 55 points in 40 games.

Initially rated a "C" level prospect by NHL Central Scouting in August, he was upgraded to "A" by November, indicating first-round potential.

By the end of the season Glass was regarded as a top prospect of the 2017 NHL entry draft, with scouts praising his combination of playmaking, hockey sense and hands.

[8] Glass was invited to the Knights training camp before the 2017–18 season, however he was cut and reassigned to the Winterhawks before the final roster was announced.

[10] On April 17, Glass was assigned to the Golden Knights' American Hockey League (AHL) affiliate, the Chicago Wolves, after the Winterhawks were eliminated from the 2018 WHL playoffs.

[23][24] On May 5, 2023, Glass was named to Canada senior team at the 2023 IIHF World Championship where he recorded four assists in ten games and won a gold medal.