I think that is appealing to some people, I am not sure it is appealing to him. He does seem to judge people as being wrong, and morally, not just epistemologically. He sees this as simply something he cannot control but not really what he believes. To me it seems systemic, that the hole allows him to judge more absolutely. The objectivists are wrong to hold moral opinions, period. This slides past any need to point out what is wrong with any particular moral stance. One need not get into the abortion debate and try to demonstrate why abortion is OK or not. A complicated debate to say the least. But with the dasein critique of having moral stances one has a tool in practice morally judge especially the right - since he is on the left - without getting into the muck of specific issues. Now I don’t think he is only doing this disingenously. I do believe that he does sit there and think that there are no objective supports for leftist values also. I am sure he does have those moments. But the pattern of behavior and how the hole functions allows a purity of focus and moral attack. He can always put the other person in the position of proving something. Give them the onus. Give them the hoops to jump through. There are secondary gains galore in that.
If he believes in determinism, then it gets even funnier.
Because then the is/ought dichotomy means nothing. If we are all absolutely compelled to believe what we believe, how can any individual be confident they can believe set X on objective grounds? or even trust their memory about how they or anyone else arrived at their conclusions?