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In 1997, Madhavan got a chance to be part of a sandalwood talc ad shot by Santosh Sivan. He was recommended by Sivan to Mani Rathnam who was casting for Iruvar but wasnt selected. He started working in television serials like Saya, Tol Mol Ke Bol, Banegi Apni Baat, Ghar Jamai, and Sea Hawk. He hosted the show Deal Ya No Deal on Sony Entertainment in October 2005.
He landed a role in a Kannada movie in 1999 that had Abbas in the lead. The 2000 release Alaipayuthey, a Tamil movie, was a winner all the way.He gave some promising performances in 2009 like Guru En Aalu, a remake of Yes Boss, as an army officer in Piyush Jhas Sikander, Three Idiots with Aamir Khan and Kareena Kapoor, and the horror flick, 13B.