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The initial money on Wilson could have been better spent? On whom? We were fighting against relegation. We had neither the time nor the luxury to pussyfoot around. We desperately needed a midfield enforcer. Wilson did a brilliant job for us. He also did a brilliant job the following season and, as has been pointed out, he hasn't been the same player since his brother's death. Not Harry's fault. As to "paper profit", please see my reply to braineclipse
Well I agree we were in some trouble but you've got to draw the line somewhere. You have to balance up the level of the threat versus having the resources available for the following seasons, if you stay up. If we were right down at the foot then it is a different matter. But I think in all honesty we would have been safe had we bought no one and I was saying so at the time. That said, of course, you don't take the risk. But the area in desperate need was really up front. We really only had two senior forwards in Pav and Bent. Even then, our form had been steady enough midtable fare since Redknapp took over. One forward would have compounded that, given it was our weakest area. It was clear the squad had been good enough to be at least in midtable and Ramos position had simply become untenable and was largely the explanation for the results pre-Redknapp. It was not the case that this was a poor squad of players who had been in relegation or near relegation form all season - comparable to a season like 97/98. No major overhaul of the squad was required and indeed didn't happen.
I think all this is evidenced in the fact that we ended with one of our best ever premier league finishes and if the Uefa Cup still had any prestige, we may even have bothered to qualify for it! It is a bit much from there to say that not having Willo for about 10 games would have been the difference between 8th and 18th. In fact, given the final gap, I think we could have lost every game he played in and it still wouldn't have sent us down. I think he was simply available at the time, Harry fancied him, no matter, with the relegation threat being little to do with it. We certainly didn't add anyone else in his position in the summer. And yet he still eased him out over the following season in place of Huddlestone. The same for Defoe and Keane.
If, by "that type of signing", you mean that Wilson was a ready made solution, Harry has always been a pragmatist and concentrated on the here and now. That's not always ideal, perhaps. But there can be no arguing with the results. Harry has given us the best three years supporting Spurs that most of us can remember. A team to be proud of. A team to be reckoned with, in England and abroad. A team that, on its day, is probably the most entertaining in the country. When was the last time that we could claim all of that? Thirty odd years ago? Fifty odd years ago?
I agree on the performance and the style of play but I maintain that this is little to do with our efforts in the market. We were like that from his first full season, with the key and best performing players being the ones already there, not (with all respect to them) the likes of Crouchy, Defoe, Willo, Bassong, Keane etc. This is no disgrace and not to knock them because the level was very, very high. And the key contributors were Modric and Bale... and they still are. You take them out of the equation, along with VDV, and we're not only a much less entertaining side but one that slips down the table considerably.
Redknapp is an excellent man manager, underrated tactically and seems to instinctively know who has the raw talent and how to bring it out of them but I think we'll be waiting a long time for any of these long term targets to actually arrive under him. In fact, I don't think we ever will now. What is more, you have to seriously doubt we'd be any better than 6th-8th over the last three years if it wasn't for the players he inherited. Not just Modric and Bale but BAE, Lennon, Huddlestone, King etc. His signings were among the weaker performers and this is even by his own admission given these are the ones he has chose to move on swiftly himself, while maintaining many of the players he inherited!
I would dispute the claim that we have had an "ordinary" few years in the market. True, we have spent very little - certainly by comparison to our spending prior to Harry's arrival. But more importantly, does it really matter if we don't make eye catching, long term signings if Harry continues to sign the right players for the right roles - all of whom improve the team - and if he has us in the Champions League positions and gets the team playing the kind of football that has made Spurs the neutrals' favourite team to watch?
Not sure I agree on spending little in comparison to the few years before. I think Harry saw a lot of the windfall that came from selling the likes of Berbatov, Keane and Carrick. Some of it had been spent before for sure but the summer window disaster of 2008 actually lead to a very big cash surplus. In part though, he's simply earned that right with the extra revenue raised largely thanks to his performance. But the net spend is probably quite high and much higher than the few years before him. Lots of players coming in around the 8m-15m mark and not many going out for comparable figures.