 Nyora kuenderera mberi kweiyi ndima - Musi wa7 Gumiguru 2009, Grant akadzokera kuPortsmouth semutungamiriri wavo mutsva wenhabvu, zvichitevera kutengwa kwekirabhu naAli al-Faraj. Musi wa 26 Mbudzi 2009, zvichitevera kuburitswa kwaPaul Hart, Grant akasimbiswa semaneja mutsva wekirabhu. Mutambo wake wokutanga semutungamiri waiva 4-1 kukundwa pamba kuManchester United musi wa 28 November 2009. Izvi zvakateverwa nekukundwa kwe4x2 kumba kuAston Villa muLigi Cup. Kukunda kwake kwekutanga naPompey kwakasvika muPremier League musi wa5 Zvita 2009, nekukunda 20 pamusoro peBurnley Mushure meizvi akatungamira Portsmouth kukunda 20 pamusoro peLiverpool kuunza chikamu chake chitsva pamapoinzi pazasi petafura. Kunyange zvazvo Portsmouth akapinda muhurumende munaKurume 2010 uye akave nemapoinzi mapfumbamwe akaderedzwa semhedzisiro achibatsira mukudzikiswa kwavo pakupedzisira munzvimbo yepasi, Grant akatarisira kumhanya kuenda kumagumo eFA Cupizvo zvakavaona vachikundwa zvishoma nekirabhu yake yekare Chelsea paWembley Stadium. Musi wa 20 Chivabvu 2010, Grant akasiya basa semaneja wePortsmouth. Akazivisa chisarudzo chake chokusiya mutsamba yakazaruka kuvateveri panzvimbo yepaIndaneti yekambani, achitaura kuti yakanga iri chisarudzo chakaoma zvikuru chandakafanira kuita. Akapfuurira kutaura kuti vateveri vePortsmouth vakanga vaunza misodzi mumeso ake nokuvimbika kwavo, kuzvipira uye kuda kirabhu. 