 He began commentating AFL matches on 3AW in 1996 and he used to present a Saturday morning 3AW show called "Glossing Over" with Trevor Marmalade and Dr.Turf, until it was axed on 21 June 2007, following 3AW's poor ratings in the football timeslots.Since 1995, Leonard has appeared every Friday on Neil Mitchell's morning 3AW program in a segment called "3AW Pub Of The Week", reviewing hotels around Melbourne and surrounding areas.