Without picking apart your post piece by piece and trying to stay on my point (Luck instead of judgement)
Remember back to that time, the situation we were in. We had just spent massive money on new players, had one of the highest paid coaches in the league, we had gone to great lengths and suffered massive scrutiny to get him (Under a DOF's advice) and we were bottom of the league and adrift from safety having taken 2 points from 24.
We needed a change of any kind, players were coming out against him in the media and the team were awful to watch.
Getting Harry was not a pre conceived idea to get Champions League football and there is no reason to suggest such, it was a desperate move to keep us up and anything else was a bonus. What a bonus it has turned out to be.
I am not stating that every success by every club was pre conceived, I stated that doing it the old fashioned way (building a team carefully over time) can be done but we were lucky to do it, things with Harry just kept getting better.
Daniel Levy hasn't got the experience and knowledge of world football to get a Wenger ala David Dein. Mr Levy, for all his positive traits, has made a lot questionable decisions during his tenure (albeit with the benefit of hindsight from my pov) and Harry was not a decision he would have chose under normal, mid table mediocrity, standards.
I'll be astonished nayimfromthehalfwayline if Levy did say I wanted Harry some years ago... I would like to see that interview.
All IMO, disclaimer, please read the small print and my shovel is at the ready.