Levy is a fantastic businessman, but he doesn't know much about football. His habit of leaving deals to the last possible moment is a key factor in why we get off to a slow start in many seasons. Take this season, we had Defoe and Harry Kane as options to play up front in the first game of the season. He did the same thing last season, he left it late to get Parker and Adebayor. Now I'm not saying those players would have magically won us points in those games, but I'd like to think they would have at least improved our chances of getting positive results. We finished a point behind Arsenal last season, that shows how close it is when you are going for the top 4. You simply can't be giving points away, at any point in the season.
Now I understand by leaving deals late he manages to drive the price down, but you have to balance that out against missing out on those players services for a game or more which could ultimately be the difference between CL and no CL.
The Leandro deal. Why have we been chasing a player who we clearly can't afford and why are we trying to do business with a club that has a far higher valuation of a player than we have and is trying to rip us off? We've been after him for years. And why bid on the last day of the window? What chance was there of flying him over from Brazil to have a medical? Why not just make the bid 10 days ago? It smacks to me of making it look like we tried to our fans, when in reality, we had little chance of getting him. Didn't we do the same with Rossi a few years ago?
I'm not saying get rid of Levy, I just feel he lacks the understanding of football in certain areas and it costs us from time to time.
My final point, he is a very good chairman, but he is not the best chairman in the league/Europe/the world as I have frequently seen him described as such on this board.
With respect to Levy's general policy, there is definitely something in what you say.
However, I don't believe that driving down the price is the only reason for deals being left to the last minute. Quite often, I think, it's a question of the selling clubs holding out until the last minute in an attempt to drive the price up. It's also, quite often, the players (and, more likely, their agents) holding out until the last minute in an attempt to get the best possible deal from the best possible club.
With respect to Leandro in particular, reports seem to indicate that it was Internacional who contacted Spurs - rather than vice versa - to say that they were prepared to do a deal. In which case, there was no harm in Spurs seeing if there genuinely was a deal to be done. Turns out that there wasn't.