I wonder how common this is - I know that a lot of people game remotely, but how many people combine a live table full of people and a remote person? The Playstation Eye does not have that great of resolution - here is a screen capture from last nights session when we all stuck our heads in the frame to get a group portrait:
I think the audio is going to be the biggest problem, as Jake will have to both be able to hear what is going on around the table and be able to be heard in turn. During combat it will be easy, as when it is his turn in the initiative order all eyes will turn to him. When the group is discussing stuff outside of combat it might be a challenge; I did notice that during the general hubbub and commotion of the group talking, he got lost in the shuffle pretty easily. Still, it is worth a shot and I will post an update on how this went after we try it out for real.