Shivakumar has always been in the Congress since he joined the Youth Congress when he was in college. He was general secretary of the Youth Congress in the state between 1983 and 1985.
Shivakumar contested against Deve Gowda for the first time in Sathanur in 1985. Not unexpectedly, he lost, albeit by a narrow margin which, in itself, was not a small feat because Deve Gowda was then a senior minister in the Ramakrishna Hegde government. But Deve Gowda, who had contested in two seats, chose to vacate the Sathanur, which Shivakumar contested in the by-election and won in the by-election. Thus began a battle with the Deve Gowda family which has changed its look and shape but has remained, in essence, exactly what it was: A battle.