Following on from the consistent levels of performance exhibited by the Collingwood Cricket Club throughout the 1980s and early 1990s – where the 1st XI had made the top four in six of the past ten seasons – by the club’s second season as “Camberwell Magpies” they had reached a Grand Final against Melbourne CC. It unfortunately was lost by eight wickets as Warren Ayres and Dean Jones scored hundreds, in spite of the efforts of Paul Broster and David Emerson, who was playing his last match for the club.

In both 1999/00 and 2000/01, the club had three teams in the finals, the latter year also saw the 2nd XI take a Premiership flag under the guidance of Nick Toce, and the effort of Anthony Blackwell, who took 6/20 from 18 unchanged overs.

Seasons 2002/03 and 2004/05 saw the club get agonisingly close to another 1st XI Grand Final, having defeated Frankston-Peninsula on first innings before losing outright in the former, and Melbourne managed to bat for 30 overs with 8 wickets down in the latter. Captains throughout this period included former Australian representative Matthew Elliott, Victorian players Anthony Amalfi, David Emerson and Graeme Vimpani, and Damian Shanahan. Warren Roberts, as captain of the 3rd XI, also secured the club a One Day Premiership in 2003/04.

A 3rd XI flag under the guidance of Bob MacDonald and the coaching of Anthony McQuire was next to follow in 2007/08, and in 2011/12 another One Day Premiership was secured by the 3rd XI. Current 1st XI captain Simon Hill has been at the helm for six years now, and coach Shannon Young from the beginning of the 2011/12 season.

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