He definitely will not make the game.
Also, in terms of the appeal process, there are several avenues it can go down, a simple appeal where he could have don everything in UK, meant that his old team should have pulled their finger out and got the paperwork together, that's all it would take. However, it would seem as though Sporting will make this as hard as possible, difference being that apparently, if he uses the Spanish Argentinian embassy rather than than the UK one, I believe he will have a chance to appeal again, should this fail, whereas if he appealed in UK and failed, he would have to wait another standard 6 months, hence they've tried the Spanish appeal as they don't feel he is a straight forward case.
@Amir I'm sure you are aware already, but though I'd say, that's only one reason of a few of how someone may qualify automatically for a work permit..
From what I've heard it would seem we are confident of the WP being granted conditionally, however we didn't want to take any chances so made sure if this fails, we had another means.