 Nyora kupfuurira kweiyi ndima - Akazvarwa uye akakurira muGateshead, Gascoigne akasaina chikoro chechikoro neNewcastle United, asati atendeuka nyanzvi nekirabhu muna 1985. Makore matatu gare gare, akatengeswa kuTottenham Hotspur nokuda kwe 2.2 mamiriyoni. Akakunda mukombe weFA neSpurs muna 1991, asati atengeswa kukirabhu yeItaly Lazio pamadhora mamirioni 5.5. Muna 1995, akaendeswa kuRangers kwe 4.3 mamirioni uye akabatsira kirabhu kuhwina mikombe miviri yeligi, mukombe weScotland neScotland League Cup. Akadzokera kuEngland mu 3.4 mamiriyoni achienda kuMiddlesbrough muna 1998. Akaita kutanga kwake muPremier League mumwaka wa19981999, achinge atoonekwa mu1998 Football League Cup Final. Akachinjira kuEverton muna 2000, uye akazoenda kuBurnley, Gansu Tianma neBoston United. 