Let's ignore the Carling Cup final bit. Not even the chairman cares about that competition as evidenced by his actions this season.
We were reasonably involved in one title race only (we were never involved in the title race when we finished second to Chelsea) and we also got to a Champions League final which was incredible. However both of those happened under a fantastic coach who wasn't adequately backed if we wanted to take the next step. That was all quite a long time ago now as well....
Consider our team from back then and now.... Significantly weaker at right back, centre back, left back, central midfield, offensive midfield. The only two positions where we have stayed competitive with our competition is in goal and up front.
I don't think Kane would restrict himself to joining Emirates Marketing Project only. I think he would also be prepared to join Chelsea or Man Utd, probably even Liverpool, its just that Emirates Marketing Project seem to be the club who are most interested in him. Kane stayed with us while we were still in the Champions League, he also stayed for a further season when we failed to reach it (though he did ask to leave). Kane is an elite level player and elite level players want to be playing in the biggest competitions and fighting for the biggest trophies. Bale, Modric and Berbatov all came to the same conclusion as Harry Kane.... that they need to leave for a better club if they want to win the big trophies.