Sutekh
Really don't know what Coppell and the club were smoking in 2007. Pretty much a whole season knowing Sidwell would be going but when he did there was no move to bring in a replacement despite a few being readily available. Think the club spent all the effort in trying to get Scott Brown but when he effectively said he wasn't interested in playing for a tiny no-mark club there wasn't a plan B and we ended up with Fae despite being relatively awash with cash after moving Halford on for £3m+. Could have had Matthew Taylor and George O'Reilly at the time, both experienced in the PL and would have considerably strengthened the defensive part of the club's game.
Not sure who you're thinking of. Matthew Taylor was a left midfielder who was not available at the time, could have got him in the January window when he moved to Bolton.
Can't think of who you mean by George O'Reilly.
The really smart play would have been signing Blaise Matuidi and Ivan Rakitic, both of whom moved clubs for modest fees that summer and performed well at a high level. But that's pure hindsight.