I think GSP will start off with the better boxing. Carlos has ok hands, and Georges isn't a natural, but he's trained extensively at it and has incorporated it into his recent fights.
Carlos' strength is his diverse striking and kicks, however, if he uses the same volume of kicks against GSP, he's going to get taken down without question.
Georges also has the threat of the takedown to keep Condit off balance, so, putting it all together, its going to be tough for Condit to win the standup. Georges will outpoint him if it stays standing, and he has the ability to keep the fight standing if he wants to play it safe.
If I was in Carlos's corner or camp I would get this picture in his head. No matter how much you work on it, not matter how hard you try, accept that if GSP wants to take you down, he will. Once you understand and accept that you will be able to throw everything with full force, because if you are worried your technique will be bad and you will set yourself up even more.
A great example is the Alves fight. In round 4 he realized it was going to happen and started throwing knees again. A couple of times he was just inches off from landing it straight on GSP's face. If he would have done that from the beginning when he was fresh and strongest he would have probably made more of an impact, been faster, and who knows how that fight turns out (probably the same, but still).
What Condit can do better than almost anyone is leave GSP confused. He likes to take the easy fight, and really who can blame him? This guy sucks at standup? Guess what, boxing time bitch! This guy has KO power? Time to wrestle! What Condit can do is make neither path the easier one, this forcing GSP into a situation where he doesn't have a comfort zone. If Condit fires off those push kicks, especially against the hurt knee, head kicks, body kicks, and combinations to the face while standing. Then on the ground if he goes for sub, after sub, after sub, and when there isn't one start throwing elbows like his name is Florian. I can see a situation that arises where GSP looks like the fish out of water for once.
With all that said, if GSP does easily beat Condit in a certain area, like if he can smother him on the ground then I expect this fight to be another decision because finishing Condit ain't an easy task.