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for me it's between; Billy Best, Steve Tilson, Sir Chris Powell & David Webb......but I think Tilly just pips it for doing it both as a player & manager.
 
billy best/what a pity he did not paly in a more successfull era, he was my forst hero but memoroes are blurred, why did that great southend team not gain promotion. over a 4-5 year period up to 72 what a team we had

Oooh yes, a prolific goalscorer was Billy whether alongside Gary Moore or Bill Garner. Only a bit blurred memory Keith, we were promoted as runners-up season 1971/72 and Billy got the goal that put Villa out of the FA Cup that season too! Happy days...
 

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