I got a feeling he might die this season doing something for someone else. Glen's good on his feet, he knows how to run away, he understands layouts and direction (that's how he and Rick met.) A majority of everyone else in the group, not so much, which is why they rely on him so much to go places. They're going to be in an enclosed prison this season. I think if he does die, it will be because someone sends him to help someone, he has to navigate through the prison with someone who ends up becoming a burden or he has to get to somewhere filled with walkers so that the rest of the group can get to safety. Alone, though, Glen could make it. If he just decided to say "fuck the group, I'm outta here," he might make it through this season. Then again, I don't think Glen would ever do that, so fingers crossed that he makes it (if you like the guy.)
We'll see come tomorrow. It all begins again ladies and gents. So excited!