In the year 2000, when Devarajan master conducted a stage show titled Five promising singers of the new millennium, Sudeep Kumar was one among the five.
Over the years he associated with music directors such as Ousepachan, Mohan Sitara, M.M.Keeravani, Kaithapram, Rajamani,Sarath, Ramesh Narayanan, Berny Ignatious, M.G.
Sreekumar, Kaithapram Viswanathan, Bijibal, Rony Raphael, Shan Rahman,Gopi Sundar& Jakes Bijoy Composer M.Jayachandran gave major opportunities for Sudeep Kumar which placed him as a playback singer in the Malayalam film industry.
They have worked together in more than 25 films in Malayalam and the result has been hit songs such as Odiyan (Kondoram), Madambi (Ente sharike), Shikar (Enthedi), Rathinirvedam(Chempakapoo), Chattakari (Nilave), and Swapna sanchari (Vellaramkunnileri).
On television he has compered music-related programmes on Asianet, namely Pa Dha Ni Sa, Gaanasamasya, Music Live, and Limelight.