[3][4] After his musical talent was discovered at the age of 12, he was chosen to perform at the popular children's song festival Zlatno Slavejče (eng.
He sang "Solzi pravat zlaten prsten" ("Tears Make a Golden Ring"), which won the televoting from the public; however, he finished third overall behind Karolina Gočeva and the winners XXL.
During that period, he began recording tracks for his second album, Sinot božji (The Son of God), which was promoted by the end of June 2000.
The album included songs such as "Nemir" ("Restless") (a duet with Karolina Gočeva), "Vo kosi da ti spijam" ("Sleeping in Your Hair"), "Izlaži me ušte ednaš" ("Lie to Me One More Time"), as well as "Iluzija" ("Illusion") (Grand Prix at the festival Slavianski Bazaar in Vitebsk) and "Tajno moja" ("Secret of Mine").
Two songs are composed by Kire Kostov (winning second prize at the festival Sunčane Skale, held in Herceg Novi, now Montenegro).
In 2001, Proeski gained wider regional popularity in the countries of former-Yugoslavia, by placing second at the Sunčane Skale festival held on 12, 13 and 14 July in Herceg Novi with the song "Sonce vo tvoite rusi kosi" (lit.
[8] After spending his time in recording studios in Athens, Greece, Proeski released his third album "Ako me pogledneš vo oči" ("If You Look into My Eyes") in October 2002 in Macedonian and Serbo-Croatian languages.
To improve his singing, Proeski took classes in New York from maestro William Riley, who was also coach to famous tenor, Luciano Pavarotti.
In April, Proeski released his album "Dan za nas" ("A Day For Us"), which featured the eight songs from the Eurovision selection in Macedonian.
Božilak (Rainbow) was a compilation of 14 selected traditional Macedonian songs arranged by Saša Nikolovski Gjumar, Ilija Pejovski and Soni Petrovski.
The list of artists who collaborated with Proeski includes Anja Rupel, Antonija Šola, Bora Čorba, Karolina Gočeva, Esma Redžepova, Gianna Nannini, Goca Tržan, Grigor Koprov, Jeff Beck, Tony Cetinski, Željko Joksimović among other notable musicians.
The main character has all virtues and characteristics of Toše in aim to build a fictional superhero who will hopefully be an idol of the young.
On the Eurovision Song Contest 2004, his performance was powerful and energetic together with the background vocals, who made an art show on the stage.
The spectacular concert started with the dance group from Belgrade, in the rhythm of Toše's band, Blue Funky Individuals.
In the middle of the concert, he was joined by the ethnic singer Bilja Krstić and they performed the Macedonian folk song Jovano Jovanke in a duet.
On 9 June 2007, Toše for the Croatian Radio Festival with his song Veži me za sebe won a Grand Prix award in the category for pop-rock and urban music with 16.589 points.
Under the motto "Education is everyone's responsibility", the pop star Tose Proeski on 5 October 2007 at 07:30 pm, performed his spectacular concert, once again on the City Stadium in Skopje, supported by the organization USAID.
As guest stars, on his final concert, Toše was joined by Adrian Gaxha, Bojan Marović and Antonija Šola.
During the early morning of 16 October 2007, at approximately 6:20 am, Proeski died in a car accident on the Zagreb–Lipovac highway near Nova Gradiška, Croatia.
Proeski's body arrived at midnight in Skopje by helicopter of the Macedonian army, and was transported by car to his home town of Kruševo.
The Embassy of the United States of America, the USAID and the Diplomatic mission of the European Union published official statements on the death of Toše Proeski.
[11] The government organized an official state funeral[16] for Proeski, which was held on 17 October 2007 in his home town of Kruševo, including military honor ceremonies by the Ceremonial Guard Battalion of the Macedonian Army (personnel of which conducted an honorary rifle salute) and a military band.
The funeral, which was broadcast by the national Macedonian TV, was attended by many domestic and foreign delegations, including the President Branko Crvenkovski, the Prime Minister Nikola Gruevski, members of the Macedonian Parliament and its President Ljubiša Georgievski and other high-ranking officials, the US and the EU Ambassadors Gillian Milovanovic and Erwan Fouéré and other diplomats, representatives of the Red Cross, the USAID and other organizations, sports clubs, etc.
Also, the funeral was attended by many notable musicians from Macedonia and other countries, including: Karolina Gočeva, Kaliopi, Vlado Janevski, Lambe Alabakoski, Elena Risteska, Jovan Jovanov, Martin Vučić, Adrian Gaxha, Tijana Dapčević and her sister Tamara Todevska, Aki Rahimovski (the frontman of Parni valjak), Toni Cetinski, Ceca Ražnatović, Željko Joksimović, Vlado Georgiev and many others.
This petition is to promote an annual humanitarian concert, carrying his name "Toše Proeski" for the poor and disabled and those of desperate need of medical attention.
Since his death, each year on 25 January Mile Stojkoski, as a symbol of grief and respect, runs a marathon in his wheelchair from Prilep to Proeski's grave in Kruševo.
On 9 April 2019, North Macedonia's government made a decision to rename the sports stadium "Philip II" in the capital city of Skopje in honour of Toše.
A mourning ceremony was organized in Sarajevo, Bosnia and Herzegovina near Skenderija, where around 2000 people gathered to light candles in memory of Toše Proeski.