Sudeep Kumar was born in Alappuzha on May 25, 1975, to K.M. Rajamma and Kainakary Surendran, an author. Sudeep had his education at St Joseph's High School, Punnapra, SD College, Alappuzha, from where he did his graduation in Malayalam, and Government Law college, Thiruvananthapuram.
Sudeep hails from a musically-inclined family. His interest in music began when his father introduced him to light music and he began taking vocal lessons in Carnatic music from Santhamma Rajagopal at the age of 11. Over the years, all his gurus have imparted unbounded knowledge to him and he is greatly indebted to all his teachers who have helped him shape his illustrious career as a singer. He received training from many renowned musicians like Alappuzha R.Vidhu, Kalavoor Balan, Perumbavoor G.Ravindranath, Mavelikkara Subrahmoniam and G.Devarajan.
His music career began at a very young age. At the age of 13, he debuted as a chorus singer. His earliest experience as a professional singer was in 1992. In 1993 he did his debut recording for a professional drama troupe under the music direction of Kalavoor Balan. He auditioned as a singer in All India Radio in 1995. Simultaneously, he was also part of different music troupes in Alappuzha, namely Blue Diamonds, Claps, Raiban Superhits, Chengannur Ragamalika, Samskara Kayamkulam (KPAC Sulochana), Kollam Harmony Beats and Nadadhara. Subsequently he went on to become one of the notable members of popular music troupes such as Trivandrum Sagara, Beats and Megamix.