Craig Wright says these kind of simulators are wrong because of the way they calculate the probability of whether the SM or the HM finds the next block:
if Random[{0,1}] < alpha, SM finds next block else HM finds next block
He says you need to factor in the "negative binomial" based on multiple independent identical processes taking place at any instant in time. But (at least as far as I can see) the only way the probability model above can be wrong is if mining indeed does have memory. Thus, Craig Wright is implicitly assuming that mining has memory without realizing he is doing that.
Norway is pretty much spot on with his view of the disagreement, I have only a few insights to offer in addition.
As I recall from the discussion, the talk with Craig was nothing to do with memorylessness, but he was discussing independence and the Expected Value computation. The memoryless discussion was happening about the same time with other folks in the discussion.
Craig was looking to show folks that the SM and HM probabilities are independent.
Thus P[HM|SM] = P[HM]
Expected value for HM is computed from N-1 and unchanged by SM finding a block or not as it is not released. HM doesn't change expectations. To HM Nothing has happened, nothing is recalculated.
Whilst attempting to explain this concept, "the bet" emerged, which I believe Craig was then going to use to talk about the difference between dependent and independent probabilities. This difference is a part of one of his six criticisms of the SM paper.
When I read the bet, I think that I read similarly to how Craig did, that the middle sentences were red herrings as they are not factors in the P[HM] expected value calculation.
However... abstracted from the discussion context, "the bet" image can be read as if "Assume..." refers to all sentences except the question at the end, and that the EV should be calculated from the SM event.
This is why I see both sides as right about different things.
Craig was using that channel to attempt to teach some things that would be helpful for understanding the papers he has written and expects to publish. Perhaps the opportunity to teach a broader audience about what distinguishes dependent and independent probability calculations is now lost because of it being overshadowed by "the bet", but perhaps not. The answer will depend on what the two Doctors can do with each other, and whether it is more important to be right, or to teach.
I am not at all confident that there will be any helpful resolution between those two.
This is why I see both sides as wrong to make this bet.
It was also wrong of Peter to publish a link to the draft of the paper without asking first. I'm not so sympathetic to Craig on that matter simply due to him very recently doing something similar to another. Academic papers that get pre-released can violate publication agreements, they can be shared for peer-review and comments, but publishing them before the Journal can cause the Journal to yank the publishing, so it could have been a serious breach with damaging consequences.
I suspect that these actions will make any sort of reconciliation, including collecting on the bet to be unlikely. I very much do not want to be involved in this discussion, because there is no win for me. I do see some benefit to the broad population of Bitcoiners from a reconciliation. The "learning opportunity" that could have been there for many might not be lost.
I've seen some folks pick up useful knowledge on memoryless processes which is good, but that is pretty basic stuff. I'd enjoy seeing some folks learn more about probability calculus also. Imagining that Craig doesn't understand memorylessness wrt Bitcoin mining is a pretty absurd notion.
Craig likely sees this as a personal betrayal. I am grateful today, that I am not Peter, (I've always been grateful that Craig is Craig, and that I don't have to be him). Pride and falling are not independent probabilities, and there is not any shortage of pride on either side of this debacle.