 Nyorai kuenderera mberi kweiyi ndima - Mushure mekusiya Manchester United pakupera kwemwaka wa 2000-01, Sheringham akabatanazve neTottenham Hotspur, kwaakange ari mukundi wekupedzisira mu2001-02 Football League Cup. Akapedza mwaka mumwe paPortsmouth ichangokwidziridzwa, achihwina chibodzwa chekutanga chePremier League, asati ajoina West Ham United, kwaakabatsira kirabhu kuwana kukwidziridzwa kubva ku2004-05 Football League Championship. Mwaka unotevera, Sheringham akaonekwa kuWest Ham mu2006 FA Cup Final, achiva mutambi wechitatu-wekare-kare kuoneka muFA Cup Final. 