Cuadra went to school at San Agustin in Lima. He began his career in the music industry with a job at his father's audio publicity studio in 1985. In 1986, he studied music with Victor Cuadros and Pepe Torres, and together they formed a rock 'n roll band called "Graffiti".
In 1990—1992 Cuadra studied audiovisual communications at IPP while recording and producing his first CD as a solo singer, "Jaime Cuadra", a pop fusion of Afro-Peruvian music for El Virrey, for which he won the 91-92 "Circes" awards. In 1993, he studied musical arrangements with Jorge Madueño and recorded his second album "Baila Mi Son" for the same recording label.
In 1994, he dedicated himself to his audio publicity company, "Quadrasonic SAC" and is currently the musical director. In 2005 he created "Quadrasonic Ideas", an independent recording company annex to his professional audio studio, producing: "Cholo Soy: Peruvian Waltz Chillout", in June 2006. In September 2006, he won his first gold record, setting a record in sales in the Peruvian market.