1. Kaliopi represented Macedonia twice in the Eurovision Song Contest, first in 2012 in Baku, Azerbaijan with "Crno i belo" and a second time in 2016 in Stockholm, Sweden with the song "Dona".
36 Facts About Kaliopi
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Kaliopi later toured with the choir of Zapro Zaprov "Razvigorce", performing in Czechoslovakia, Slovenia and Austria between 1978 and 1980.
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Kaliopi then joined the class of Marija Nikolovska, where she studied solo singing for four years, before continuing her training at the Music Academy in the class of Blagoja Nikolovski in 1984.
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Kaliopi competed in the 1984 Yugoslavian solo singing contest, finishing in third place and competing as the youngest classical music singer at the festival.
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Kaliopi returned to the music scene as a solo performer in the Republic of Macedonia and competed at the 1996 edition of Skopje Fest, the national selection for the Eurovision Song Contest 1996.
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Kaliopi later competed in Skopje Fest 1998, but only managed ninth place with the song "Ne zaboravaj".
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Kaliopi began re-establishing herself in the music scene of Macedonia, composing songs for other artists and releasing her solo debut album, "Oboi me" in December 1999.
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In 2000, Kaliopi established her own record label Kaliopi Music Production, which exclusively dealt with her releases in Macedonia.
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In January 2001, Kaliopi announced the release of a new album and a new collaboration with producer Darko Dimitrov.
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On 16 February 2002, Kaliopi took part in Skopje Fest 2002 as a composer and a backing vocalist for the song "Pesna za nas", which was performed by Gorgi Krstevski.
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In July 2002, Kaliopi released the single "Najmila", which was one of two new songs featured on the October release of the live album "Najmila: Kaliopi Live and Unreleased".
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Kaliopi released "Zasluzena Zemja" as the follow-up single from the album.
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In 2003, Kaliopi released the title track from her third album, "Ne mi go zemaj vremeto", as the first single.
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In 2004, Kaliopi played the lead in the first Macedonian musical, titled "Cija si".
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In November 2004, along with five other artists, Kaliopi was selected for the Macedonia pre-selection for the Eurovision Song Contest 2005.
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Kaliopi opted out of the selection in the initial stages after learning that the process would be competition based rather than an internal selection.
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In early 2006, Kaliopi released the single "1000 Bozji Cvetovi", which garnered media interest because it was billed as a duet with Kaliopi herself.
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On 12 July 2006, Kaliopi performed at the Montenegrin festival Suncane Skale with the Serbian version of the song "Silna" and was placed third.
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Kaliopi later released a non-album radio single titled "Zivotot e dzabe".
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Kaliopi was featured on Croatian singer Massimo Savic's album as a composer and a singer, performing the song "Melankolija".
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In late 2006, Kaliopi celebrated her 30-year jubilee as an artist, performing at a huge concert at the Universal Hall in Skopje.
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Kaliopi performed her greatest hits and was joined by Esma Redzepova and Edin Karamazov.
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In May 2007, Kaliopi released the single "Grev", which she composed as the theme for the film Elegija za tebe.
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In November 2007, Kaliopi was a judge and a guest performer at the Albanian music event Kenga Magjike.
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Kaliopi received critical praise for her performance of "Ako denot mi e nokj", which she dedicated to the late Tose Proeski, who had been involved in a tragic accident just a month earlier.
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On 6 July 2008, Kaliopi participated at the 48th edition of the Split Festival, performing the song "Za tebe cuvam sebe", which was written by Croatian singer Alka Vuica.
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In November 2009, Kaliopi released the album "Oblivion", a collaborative work with Edin Karamazov which featured 11 world-famous songs performed in nine languages with musical arrangements for the baroque lute and guitar.
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Kaliopi previously appeared on Edin Karamazov's album "The Lute is a Song", where she recorded a version of the old Macedonian song "So maki sum se rodila".
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Kaliopi recorded the song "Nevinost" as part of "Miligram", an ex-Yugoslavian compilation album project by composer Aleksandar Milic Mili.
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Kaliopi participated in the posthumous release of Tose Proeski's self-composed, unreleased songs, recording the song "Zasekogas" in Macedonian and "Zauvijek" in Serbo-Croatian.
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In December 2010, Kaliopi released the album "Poraka", for which she collaborated with Darko Juranovic "D'Knock", Tihomir Preradovic, Miroslav Rus and Rambo Amadeus.
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On 19 November 2011, MRT invited Kaliopi to represent Macedonia in the Eurovision Song Contest 2012 in Baku, Azerbaijan.
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Kaliopi performed the song "Crno i belo", with lyrics by Kaliopi and music by Romeo Grill.
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On 24 November 2015, MRT announced that they selected Kaliopi to represent Macedonia at the Eurovision Song Contest 2016 in Stockholm.
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Kaliopi performed the song on 12 May 2016, during the second semi-final of Eurovision, but failed to qualify to the 14 May final, reaching 11th place in her semi-final.
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Kaliopi released the songs "Ne e kraj na se" and "Se rodi den" with the finalists of the show:.