[1] Webb was originally from the Granya Football Club and played in their 1939 losing grand final side[2] and shared the 1940 Mitta Valley Football Association best and fairest award with W Hodgkin from Mitta Valley.
[5] He was recruited to Footscray[6] after playing in Granya's 1946 Tallangatta & District Football League premiership[7] and winning the club best and fairest award too.
[8] Webb managed to play 15 consecutive senior games in his first VFL season (1947) after debuting in round five.
[9] Webb managed to poll 16 Brownlow Medal votes over three seasons with Footscray between 1947 and 1949.
Webb returned to Granya in 1950[10] and coached Granya to the 1951[11] premiership against Tallangatta, as well as playing a few games with Wodonga on permit and polling 7 votes in the 1951 Ovens and Murray Football League best and fairest award, the Morris Medal.