Pianist Shai Maestro was born in Israel on February 5th 1987. He began playing classical piano at the age of 5. His first exposure to jazz music was at the age of 8, listening to Oscar Peterson's "Gershwin Songbook". He was later accepted to the Thelma – Yellin High School of Performing Arts in Givataim where he completed his studies with honors. While taking extended literature classes, Shai was one of the few students combining a major in the jazz and classical departments along with his regular studies.