Maddren was raised in a very musical family and was encouraged from an early age to develop his interest and skills for performing and entertaining. He plays the guitar, piano, the trumpet and a bit of drums. Maddren is a left-handed musician.
In 2003 Maddren moved to Perth, Australia to study at the WAAPA (Western Australian Academy of Performing Arts) from which he graduated in 2005.
He has performed in many theatrical productions such as Topol’s Fiddler on the Roof (2007), A Funny Thing Happened On The Way To The Forum, Chess, Les Miserables, Crazy For You, International Miners Emporium, Street Scene, Guys & Dolls, Little Shop of Horrors and My Fair Lady. In 2008 he was part of the original Australian cast in the musical comedy Altar Boyz playing the role of Luke.
Television credits include Blue Water High playing the guest role of Connor (ABC TV).
Maddren taught singing and acting at the Ministry of Dance, North Melbourne.
He became part of the Hi-5 cast on 5 January 2009. Maddren has expressed that the best thing about being on Hi-5 is "seeing all the happy faces on the kids when we're up there performing in front of them."
Maddren had a parallel career to Hi-5, acting in the musical show The Addams Family, playing Lucas Beineke. In December 2012, Maddren confirmed that he will leave Hi-5 in 2013. It was informed by Stevie Nicholson on his Twitter account.
Maddren performed the role of Brad Majors in the 2014 Australian tour of The Rocky Horror Show.