Career
Bennett started as a youth player for West Ham United and played in the FA Youth Cup winning team of 1963. After signing pro forms, he made his league debut on 4 April 1964 in a home game against Bolton Wanderers. Bennett went on to make 42 league (3 goals) and 5 cup appearances for the Upton Park club, before moving to Leyton Orient in 1970 as the makeweight in a £100,000 deal that saw Tommy Taylor move in the opposite direction.
Nicknamed "Les", Bennett was quickly made club captain and despite being hindered by a number of long term injuries went on to make in excess of 200 appearances in all competitions for the O"s during his stay.
Bennett retired after the 1978/79 season but remains notable as one of the most versatile and talented football players to have played for the club