Tall, pacy and strong overhead, Lester-Smith endured more than his fair share of injury woes during six seasons at East Fremantle. He managed 89 games in his first stint with the Sharks, played mostly on the wing. Drafted to Hawthorn in 1982, Lester-Smith spent most of his time at half back and was unlucky not to play in a winning grand final team during Hawthorn"s dominance in the 1980"son
A Western Australian and Queensland interstate representative, Lester-Smith was selected as an All-Australian representative in 1985 under coach Kevin Sheedy.
Having missed out on finals for the league in 1991 and in his final game for the club, Lester-Smith answered an SOS from former hawthorn teammate, then reserves coach Rodney Eade. He captained the Bears to a historic reserves premiership claiming the first American Federation of Labor-Congress premiership flag to travel outside of Victoria.
Upon returning home, Lester-Smith finished his playing career with one season back at East Fremantle. Lester-Smith was then recruited as a development coach, assistant coach and football manager at the West Coast Eagles from 1995 to 2001 under Mick Malthouse followed by Ken Judge.
After several years out of the game, he returned to East Fremantle where he coached the club for part of 2003 and the 2004 season.