Glass spent his junior career with the Kootenay Ice of the Western Hockey League (WHL), spending three seasons with the team from 2002–2005.

Astana lost its first round playoff series to the eventual Gagarin Cup champions, Ak Bars Kazan.

On August 26, 2016, Glass having returned to North America after 7 seasons in the KHL, signed with the Toronto Maple Leafs on a professional try-out contract to attend training camp.

He ended up being released from the Marlies and on January 10, 2017 signed a contract to play for the Rockford IceHogs, affiliate to the Chicago Blackhawks.

[6] On September 3, 2018, Glass agreed to attend hometown club, the Calgary Flames' training camp on a professional tryout.

[9] Glass appeared in 10 games with the Marlies for 3 wins before he was traded to the San Diego Gulls as a part of an NHL transaction between the Toronto Maple Leafs and Anaheim Ducks on December 10, 2018.