Ronaldo was a no brainer. Commercially pays for himself, has given us a lot of important goals.
VdB should in theory have been a great signing, but it does seem there is a real lack of plan on how to use him so he has become a waste.
Telles was a sensible signing. Pressure to Shaw which made Shaw have one of his best seasons for us. Telles was also reasonably priced and a different option.
We overpaid for Maguire in a heavily inflated CB market that year, but there were a real lack of other CBs available and ready. Koulibaly was the pick we should have made at maybe another £10-20m. As the saying goes buy cheap, buy twice. Maguire wasn't cheap, but he was the cheaper option.
AWB was the stand out right back defensively at a time when we were awful in defence, but we well overpaid as there were other quality options available at half the price.
I think where we have predominantly failed is in considering the core attributes that are vital to success.
For any good attributes that could be seen in Maguire his lack of pace is a a major flaw.
AWB simply doesn't have the wing play which is so vital to modern football. We rushed to solve the defensive issue but without any forward planning.
VDB looked like quite a good option, but not if we aren't going to support him with a ball playing DM. Similar to Maguire to some extent. A little extra money and a much better outcome. VDB can't thrive in a midfield that can't pass and move.
The most worrying thing is most fans can see our problems. This season coming we all expect something mad like Kane for £100m or Rice for £100m. Both great options, but Kane is a long term huge risk and will only work if we sort out lots of other positions, I. E. Only useful if we intend to spend £300m+
Rice is brilliant, but isn't a pure DM so will just be an improvement over Mctominay or Fred but still not solve our glaring weakness.
Then there is the problem that for the money we would again need to spend another £200m.
We need to spend smart. Rangnick is bang on that we need to take some chances on the next big thing just about ready. We might have some £40m flops, but better that than a £100m player who ends up looking average because we don't fix 2 or 3 other positions as well.