 Nyora kuenderera kweiyi ndima - Mumwaka wa2018-19 Dier akarova chibodzwa chake chekutanga mumwaka, chinova chekutanga mumwedzi gumi nemasere, mukukunda 10 vachipesana neCardiff City, vachibatsira Tottenham kutanga kwavo kwakanaka kwemwaka muPremier League mushure memitambo misere. Akavhiyiwa pakati paDecember 2018 nekuda kweappendicitis, uye akadzokera kuchikwata musi wa20 Ndira 2019, achiuya semutambi mumutambo wakanangana neFulham. Zvisinei, akapfuurira kutambura migumisiro yokuvhiyiwa kweappendicitis, achirwarazve uye achirasikirwa nemitambo. Musi wa1 Chikumi, mukuratidzwa kwekutanga kweTottenham muChampions League yekupedzisira, Dier akatsiva akakuvara Moussa Sissoko kwemaminetsi gumi nematanhatu ekupedzisira ekurasikirwa ne2-0 kuLiverpool muMadrid. 