Harry Kane wore an expression of devastation and bewilderment as Liverpool snatched a last-gasp winner in an Anfield thriller, leaving Tottenham’s players slumped on the floor. As the season draws to a close with one year left on Kane’s contract and yet another season without success, Spurs chairman Daniel Levy is looking for another manager. This chaotic occasion saw Liverpool take a 3-0 lead within 15 minutes, only for Richarlison to equalise in injury time before Diogo Jota’s winner for Liverpool. Spurs fans demanded a refund similar to the one they received after the 6-1 debacle at Newcastle United, but their hope was short-lived as Jota stole the victory. Liverpool manager Jurgen Klopp celebrated wildly and needlessly in front of the fourth official, while Ryan Mason raged at the injustice of Jota being on the pitch after his high boot injured Oliver Skipp. Kane gave an honest appraisal, admitting that Spurs are not playing well enough collectively. This disappointment adds to the belief that these are now defining weeks ahead for Spurs, their record goalscorer and chairman Daniel Levy. The key question is what can Spurs possibly offer Kane to make him stay beyond the final year of his contract? Will Levy secure a manager, such as Julian Nagelsmann, that could persuade Kane to extend his career in north London? As Liverpool’s slim hopes of a place in the Champions League diminish, it is likely Spurs will be battling it out with them and others for a place in the Europa League next season. Whether Harry Kane will be there with them is one of many dilemmas facing chairman Levy and Spurs.