 Nyorai kupfuurira kweiyi ndima - Sheringham akatamba semutambi wepamberi, kazhinji somutambi wechipiri, mumakore 24 ebasa rake rounyanzvi. Sheringham akatanga basa rake kuMillwall, kwaakarova zvibodzwa 111 pakati pa1983 na1991, uye ndiye wechipiri-wenguva dzose anotungamira zvibodzwa zvekirabhu. Akaenda kunobatana neFirst Division Nottingham Forest. Gore rakatevera, Sheringham akarova chinangwa chekutanga cheForests Premiership, uye akasainwa naTottenham Hotspur. Mushure memwaka mishanu kuSpurs, Sheringham akabatana neManchester United kwaakakunda mazita matatu ePremier League, imwe FA Cup, imwe UEFA Champions League, Intercontinental Cup uye FA Charity Shield. Muna 2001, akatumidzwa zita rePFA Players Player of the Year uye FWA Footballer of the Year. Kukwirira kwebasa rake kwakauya paakarova mucherechedzo uye akapa rubatsiro rwechinangwa chekukunda cheManchester United mu1999 UEFA Champions League Finalvachipesana neBayern Munich, zvibodzwa zvose zviri zviviri zviri kuuya munguva yokukuvara kwehafu yechipiri. 