He played Harry Thompson in the Channel 4 soap opera Hollyoaks and was nominated for Best Newcomer at the 21st National Television Awards in 2016.

[4] In August 2016, Glasspool posted a video on the social media application Instagram showing him wielding a knife while pretending to be a woman threatening to kill her boyfriend.

He was cast in the role of Tony Hutchinson's estranged son, Harry Thompson, who had previously appeared in Hollyoaks between 2007 and 2009, then played by Daniel Seymour and later Harrison George Rhodes.

[2] After this, he appeared in a two short films: How To Be Sexy by Isabelle Sieb and Cicada by Delouris Collins – and on Our Zoo for BBC One.

[8] Glasspool left Hollyoaks in July 2019 after his character is killed by resident serial killer Breda McQueen (Moya Brady).