Kajmakoski was born in the city of Struga, South Macedonia, on 17 October 1983. When he was just 7 years old, he moved to Vienna, Austria, together with his family. Daniel has two brothers, Dalibor and Filip. Daniel participated in many competitions. He was 17 years old when he participated in a show for the first time. He reached top 12. In 2009, was his first performance in Macedonia at Ohrid Fest with the song "Nezhna ko princeza" which was composed and written by himself. Daniel has also participated in the Bulgarian show "Pej S'men. After that he returned to Vienna, where he got a job but meanwhile he always worked around the music. In 2010, he was part of the "One-Worl-Projekt" of Thomas Raber, which was one of the Austrian candidates for the Eurovision Song Contest 2011, but the jury didn't vote it for the final show. In 2011, he wrote a song for Karolina Goceva called "Ne se vrajkas" which become a huge hit in Macedonia and in the Balkans.