With a run-up reminiscent of Bob Willis or even Dennis Lillee - albeit without the pace of either - Gillespie has shone in New Zealand domestic cricket as a specialist bowler at the death. In Wellington's 2005-06 season he took 43 wickets at 23.16.
The promise he has shown was nearly cut short in 2005 when he was struck below the eye, suffering multiple fractures and a smashed eye socket while batting against Canterbury. He represented New Zealand A in the Top-End series in 2006 and was named in New Zealand's final squad of 14 for the Champions Trophy in October 2006.