 In 2009, with Wayne Bennett joining the club, McGregor left and took up the head coaching job at the Western Suburbs Red Devils club in the Illawarra Rugby League competition.McGregor coached the Illawarra NSW Cup team in 2012 and 2013 before taking up the assistant position at St George Illawarra.His successor at the Illawarra Cutters was another former Illawarra player, Ian Millward.