He was Tottenham chairman for 24 and a half years. And only 2 trophies achieved. 
I hope they find a new chairman with better vision
I hope they find a new chairman with better vision[Edit out]
Some teams are aiming to win trophies while some teams dont really care about that because they are not capable of doing so thus they usually tend to rack as many money as they can from sponsors as well as selling their top players however in Tottenham's case, its neither.
They could have sold some of their top players back then for insane huge amount of money on their prime like Kane but they decided not to. Even so with Son, they could have sold him years ago for decent amount but they didnt as well. They also didnt sign top expensive players back then as well to help them smooth their way for trophies so yeah its just weird era for them
Most Mid teams and small teams actually prefer to make money from their players that's the business they do and that's why most of those teams are not bothered about winning trophies but I don't think Tottenham is one of them. Top teams can sign their players but they are also trying to build a team that can win trophies but just that they are not spending as much as other top teams to get the best players to help them win trophies.