Ananda College has been the most impressive team in school cricket and has produced the most number of Observer-Mobitel Schoolboy Cricketer of Year main award winners. They have claimed the Mega Award on no less than nine occasions out of the 40 awards ceremonies held during the past four decades. That includes two champions who had won the Observer Schoolboy Cricketer of the Year titles on two occasions each – Arjuna Ranatunga (1980 and 1982) and Thilan Samaraweera (1994 and 1995).