In a bid to get out of school detention, Leong wins his first singing competition at St Joseph's Institution.
Formed his own rock band, Reverie, and played the pub circuit.
Spotted for his rocker looks, he signed with agency Upfront Models. Rather than scoring modelling jobs, Leong said that the stint opened doors for him to perform at fashion gigs.
2006: On the second season of reality singing competition Singapore Idol, Leong takes the runner-up spot.
The aspiring singer found time to complete his studies and graduated with a political-science degree from the National University of Singapore.
2007 - 2012:
He was signed with local record label Hype Records and, in 2011, he released his debut album, Mysterious Hero, in Mandarin.
2010-2012: Flies to London to audition and scores the lead role in the theatre production Voyage De La Vie at Resorts World Sentosa.
Heads back to school to pursue a degree in contemporary music from Lasalle College of the Arts.