Defoe, Keane, Dawson, Jenas, Van Der Vaart even players like Mido consider themselves Spurs for life. Pretty much the whole of the Poch team. Over a long period of time a lot of our players have a strong connection to the club.
Problem is that those that have the strongest connection also seem to be the one's that lack the real drive to win things.
The Poch team probably found it easiest to build that connection, because the team was doing well, the fans responded to that and idolised the players, the players felt that and put in that little bit more, and it was a self-fuelling situation.
There were some though, Walker, Eriksen, arguably Alderweireld, and a little delayed Kane, that being nearly there wasn't enough for. They wanted out, other factors at play too, but winning trophies would likely have mitigated that.
It's those players that we need, across the last two decades we have had a decent enough amount of them, but not enough together at the same time. Think of the nearly overlaps of Berbatov, Modric, VDV, King, Vertonghen, Bale, Kane, etc.
Some of them missing each other was impossible to avoid, but often it was a case of one leaving the door as the other comes in Berbatov and Modric had a couple of games in the same squad at the beginning of a season for example).
Anyway, I'm digressing, too many of our players are technically good but lacking that real desire that will grind out draws from defeats, and wins from draws. When the going gets tough they retreat into their shell, and so many fans seem to think that signing one "winner" will somehow filter through to the rest of the squad. It won't, we need them throughout, giving that strong spine that every successful team needs.
As it is, we seem to take so long in acquiring that unicorn of a player that by the time we do, the ones we had have gotten fed up and left or want to leave.