Ott Lepland has been involved in Old Town Studio productions like “Kommipoodi ära eksinud …” (Lost in the Candy Store…), “12 tooli” (12 Chairs) and “Tuhat klouni” (A Thousand Clowns).
Lepland studied pop-jazz singing at the Georg Ots Music School in Tallinn and attended the WAF singing school. In addition to singing, Lepland studied piano for ten years.
With the WAF singing choir, he participated in the TV show “Laululahing” (Sing Battle), where Lepland was the soloist for several songs: “Sa haara kinni mu käest” (Take Hold of My Hand), “Vana vaksal” (Old Railway Station), and “On läinud aastad” (The Years Have Gone).
In 2008, Lepland played the role of Richard the Lionheart in the joint production of Kaari Sillamaa’s Youth Music Theatre and Otsa School called “Saladin and Lionheart”. In addition, he was a background singer in the musical “Fame”.
In April 2010, Ott Lepland released his eponymous debut album “Ott Lepland”. The album consists of 12 tracks, all in Estonian, written by Ott Lepland, Tanel Padar, Hendrik Sal-Saller, Laur Joamets, Kaspar Kalluste, and Taavi Paomets. The album was a big commercial success. In the spring of 2010 he also played the main male role in the Walt Disney musical High School Musical.
In 2011, Ott Lepland participated in Eesti Otsib Superstaari (Idols). Almost 100,000 people participated in the superfinal vote of Eesti Otsib Superstaari 2011, 63% of whom favored Ott Lepland, while 37% voted for Birgit Varjun. The audience’s favorite, Ott Lepland, also won the prediction competition by the radio station Star FM – almost 90% of the respondents voted for him. Lepland won 100,000 kroons and a record deal with Crunch Industry. On August 30, 2011, the TV channel TV3 announced that Ott Lepland would participate in the series “Laulupealinn”, representing Kärdla. In each episode, he had to choose a new partner from Kärdla or Hiiumaa for singing. Since November 20, Kärdla carries the title of Estonia’s Song Capital. At the end of 2011, Ott Lepland released his second studio album “Laulan ma sind”.
Ott Lepland played Leemet, one of the main characters in the movie “Vasaku jala reede” (Friday of the Left Foot) In December 2012, the film was also released on DVD.
Ott submitted two songs to Eesti Laul 2012. The song “Kuula” advanced to the semi-finals. The song progressed to the Eesti Laul 2012 final on March 3, where “Kuula” emerged as the winner. The song represented Estonia in the 2012 Eurovision Song Contest held in Baku in May.
Thanks to the votes from the jury and the television audience in the Eurovision Song Contest, Estonia advanced to the final held on May 26, performing eleventh. There, Ott secured the 6th place with 120 points. “Öö mu kannul käib” is Lepland’s third studio album, released in December 2012, produced by Crunch Industry.
In 2013 he took part in the second season of the show “Su nägu kõlab tuttavalt” (Your Face Sounds Familiar) and ended up in 2nd place. In the second season of the show “Laula mu laulu” (Sing My Song) in 2014, he also participated.
“Siinpoolne” is Lepland’s fourth studio album, released in May 2015, produced by Crunch Industry.
“Maailm mu ees” is Lepland’s fifth studio album, released on November 17, 2016. It is an artistic concert album that contains Ott Lepland’s best songs over the years as well as newer ones.
“Tagasirändur” is Lepland’s sixth studio album, released on October 15, 2018. The album is a collaboration with Rein Rannap, which brings together Rein Rannap’s creations and Ott Lepland’s vocals. In the autumn of 2018, TV3 aired the seventh or “golden” season of “Su nägu kõlab tuttavalt” (Your Face Sounds Familiar), in which artists from previous seasons participated. Ott Lepland finished the season in second place.
In May 2019 Ott’s new single “Uued ootused” was released. In the summer of 2019 he performed at the Positivus festival in collaboration with Jaagup Kreem. The single “Kõik mis hea” was released in October. On May 12 2020, the single “Lootuses” was released. He teamed up with Púr Múdd for another single, “Vaikida võib”, which was released on 4 December.
In May 2021 the single “Mailm me käes” was released. In July and August of that year Ott went ont tour with Tõnis Mägi. In October of that year the song “Mina veel Sind ei tea” came out. It was followed in December by a christmas song “Jõulud rõõmsaks”.
Ott Lepland returned to Eesti Laul after 10 years. In 2022 he participated with the song “Aovalguses”, which he co-wrote with Maian Kärmas and Karl-Ander Reismann. The song reached a 6th place in the final of Eesti Laul. In the same year Ott was the unicorn in Maskislaulja (The Masked Singer). In June he released a new single, “Hommikud”. In August, he performed for the Eurovision Live Concert in Setúbal. Another thing he did that year was playing a main role in the tv-series “Naised vormis”.
In March 2023 Ott released a brand new single, “Lõpmatuses”.