I wonder if David Lewis (perhaps the most notorious philosophical two-boxer) was skeptical that any human had a sufficiently strong self-model. I think there are very who few have better self-models than he did, so it's quite interesting if he did think this. His discussion of the "tickle defence" in his paper "Causal Decision Theory" may point that way.
I have sympathy with both one-boxers and two-boxers in Newcomb's problem. Contrary to this, however, many people on Less Wrong seem to be staunch and confident one-boxers. So I'm turning to you guys to ask for help figuring out whether I should be a staunch one-boxer too. Below is an imaginary dialogue setting out my understanding of the arguments normally advanced on LW for one-boxing and I was hoping to get help filling in the details and extending this argument so that I (and anyone else who is uncertain about the issue) can develop an understanding of the strongest arguments for one-boxing.