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Lepland has been singing since he was a child. He released four albums with children songs in 1995 and 1996. At the moment Lepland is studying at Georg Ots' Tallinn Music School pop and jazz singing. He has also studied piano for ten years.[2]
Ott has performed in several plays, including the role of Troy Bolton in Estonian State Puppet & Youth Theatre's musical, the Estonian version of High School Musical.[citation needed]
In 2010, Lepland released his self-titled first album after winning the Estonian version of Pop Idol. The self-titled album consists of 12 songs, including singles "Otsides ma pean su jälle leidma", "Süte peal sulanud jää", etc.[citation needed]
In December 2010, a fan book of Lepland was released, it is titled "Lubage mul olla. Ott Lepland." (Let me be. Ott Lepland) with subtitle "8 kuud superstaarina" (8 months as a superstar).[citation needed]
In 2011, Ott participated in another TV3 TV show Laulupealinn (Capital of songs/singing), where Ott represented Estonian town Kärdla. Every week, Lepland had to perform with partners from Kärdla or Hiiu County, including his grandmother, nephew, and a local mixed choir. Lepland won the show and Kärdla has now the title of Singing Capital of Estonia.[citation needed]
