Playing Career
Sudip started his playing career with Howrah Sahajatri Club, where his skills were spotted by former India international Arun Ghosh. In 1981 he signed for Calcutta 1st Division league team Bengal Nagpur Railway (BNR) Club. After spending a season with BNR, he joined Kolkata giant Mohun Bagan in 1982. After two seasons with Mohun Bagan, Chatterjee moved to Bagan's arch rival East Bengal Club in 1984. While at East Bengal, Sudip was shifted to Central Midfield by the then coach of the club, Amal Dutta. Sudip remained with East Bengal till 1987. During his stay with East Bengal, he was adjudged the player of the year by the AIFF in 1986. He joined Mohun Bagan again in 1988 and played for them in the corresponding two seasons. In 1990, he returned to East Bengal for a one year stint. Sudip finally returned to Mohun Bagan in 1991 and retired at the end of 1992 season.
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