He was born in Buenos Aires, in the neighborhood of Saavedra, in Buenos Aires, Argentina. He started having piano lessons at the age of five, and by the time he was nine, at his father's request, he also started having bandoneon classes with maestro Eladio Blanco, who was a teacher and a musician in mytical Juan D'Arienzo's orchestra. At the age of fifteen, Roberto Siri became a piano, harmony and music theory teacher. His professional career started in 1954 at Radio Mitre, along with his quartet performing at an audition event called 'Club de Barrio'. The quartet was made up by Rubén Sosa (bandoneon), Roberto Abal (violin), Rodolfo Sirimarco (double bass) and Roberto Siri (direction and piano). In parallel, Mr. Siri performed with trio Trío Figueroa and played with 'El Chato' Roberto Flores, Mr. Alberto Margal, and Mr. Julio Martel, among others. In 1956, Roberto Siri was given a major oportunity when he was hired by Radio Argentina to perform along with his sextet at the radio's auditorium hall. After such performance, Siri became known as the 'youngest director in America.' A year later, manager Caferata introduced Siri to the renowned tango singer Raúl Berón, who had recently left legendary Aníbal Troilo's orchestra. Roberto Siri was asked to join Berón on tour and, from then on they forged an unforgettable artistic partnership along with a lifelong deep friendship, which would last from such early beginnings until Beron's final days. Siri had his name shortened to 'Roberto Siri' at Berón's suggestion. In 1960, both artists took separate ways for a while, due to the invitation received by Raúl Berón to be part of an artistic embassy project to be touring throughout Latin America, while Sir had been summoned to become the pianist of the orchestra Los Cinco Rubíes. In the 70s, Berón asked Mr. Siri to assemble a major orchestra. That is how, Siri appointed Tomás Giannini 'Cachito', Julio Pane, Ángel Condercuri, Silva and Héctor Castro (bandoneons); Aquiles Aguilar, Roberto Abal, Garcés and Eduardo Mataruco (violins) and Marchetto (double bass).
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