Within a week of graduating from Kingston College, Glasspool was filming for
series 6 of
Hollyoaks Later, a spin-off of
Hollyoaks. 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. Glasspool noted that being called Parry and playing a character called Harry can be confusing, and that one person called him Parry on set and it was aired. He later moved to
Liverpool after being invited to participate in the main series of
Hollyoaks. Glasspool left
Hollyoaks in July 2019 after his character was killed by resident serial killer
Breda McQueen (
Moya Brady). He then joined the theatre production,
By The Waters of Liverpool. The tour was supposed to run from March until the end of May 2020 but due to the
COVID-19 lockdown, the play was cancelled after only two weeks of production. In 2022, he appeared in the
ITV soap opera
Emmerdale as
Jason Denshaw. ==References==