Born and raised in Baltimore, Maryland, jazz-soul singer/songwriter Maysa Leak embarked on a singing career at an early age. By the age of six, she had already determined that she was going to be a singer, and she spent her elementary and high-school days performing in choir and musical theater productions. Maysa majored in classical voice performance at Morgan State University; during her studies there she began writing and recording original material. She also placed second in Baltimore's first annual Billie Holiday Vocal Jazz Contest and auditioned for Stevie Wonder's vocal group Wonderlove. She was accepted into the group but joined only after she had earned her degree from Morgan State.