He will go ... the only question is when.
The ambition of any professional footballer must be to play at the highest level that he can for both club and country and without slagging off ICT, he does have the ability to play at a higher level than for us ..... even if that was for one of the evil twins ...
However, as noted in this thread, given the baggage that comes with playing for (or managing) one half of the OF, and just living a normal life in that city, especially as an Irish sportsman, I would hope he considers his next move very carefully and maybe holds out for a Championship side. I agree with SMEE to a certain extent in that life may not be as "comfortable" as he has it up here if he were to go elsewhere, but an up and coming role at a Championship side in England would certainly not be as stressful as it could be in the Glasgow goldfish bowl.
I would love to see him stay at ICT for his whole career, but lets face it, thats not going to happen. At some point we will not be able to pay him what he is worth, and his agent or he himself will doubtless receive some eyebrow raising offers that he cannot refuse ... Its a short career (relatively speaking) and even if money does not motivate him, or is not his primary motivator, its nice to have some of it and to be able to tuck it away for living after his playing career is over ....
He's given us some good years so far, and I would love to see him give us a few more, but if he does choose to move on, then he must do so with our best wishes for the future and the knowledge that ICT fans will be rooting for him when he pulls on that national team shirt too !