This is a thought that occured to me on my way to classes today; sharing it for feedback.
Omega appears before you, and after presenting an arbitrary proof that it is, in fact, a completely trustworthy superintelligence of the caliber needed to play these kinds of games, presents you with a choice between two boxes. These boxes do not contain money, they contain information. One box is white and contains a true fact that you do not currently know; the other is black and contains false information that you do not currently believe. Omega advises you that the the true fact is not misleading in any way (ie: not a fact that will cause you to make incorrect assumptions and lower the accuracy of your probability estimates), and is fully supported with enough evidence to both prove to you that it is true, and enable you to independently verify its truth for yourself within a month. The false information is demonstrably false, and is something that you would disbelieve if presented outright, but if you open the box to discover it, a machine inside the box will reprogram your mind such that you will believe it completely, thus leading you to believe other related falsehoods, as you rationalize away discrepancies.
Omega further advises that, within those constraints, the true fact is one that has been optimized to inflict upon you the maximum amount of long-term disutility for a fact in its class, should you now become aware of it, and the false information has been optimized to provide you with the maximum amount of long-term utility for a belief in its class, should you now begin to believe it over the truth. You are required to choose one of the boxes; if you refuse to do so, Omega will kill you outright and try again on another Everett branch. Which box do you choose, and why?
(This example is obviously hypothetical, but for a simple and practical case, consider the use of amnesia-inducing drugs to selectively eliminate traumatic memories; it would be more accurate to still have those memories, taking the time and effort to come to terms with the trauma... but present much greater utility to be without them, and thus without the trauma altogether. Obviously related to the valley of bad rationality, but since there clearly exist most optimal lies and least optimal truths, it'd be useful to know which categories of facts are generally hazardous, and whether or not there are categories of lies which are generally helpful.)
I wonder if the mere use of Omega is tripping you up regarding this, or if perhaps it's the abstraction of "truth" vs "lie" rather than any concrete example.
So here's an example, straight from a spy-sf thriller of your choice. You're a secret agent, conscripted against your will by a tyrannical dystopian government. Your agency frequently mind-scans you to see to if you have revealed your true occupation to anyone, and then kills them to protect the secrecy of your work. They also kill anyone to whom you say that you can't reveal your true occupation, lest they become suspicious - the only allowed course of action is to lie plausibly.
Your dear old mom asks "What kind of job did they assign you to, Richard?" Now motivated purely by wishing her own benefit, do you: a) tell her the truth, condemning her to die. b) tell her a plausible lie, ensuring her continuing survival.
I just don't find these extreme thought experiments useful. Parfit's Hitchhiker is a practical problem. Newcomb's Problem is an interesting conundrum. Omega experiments beyond that amount to saying "Suppose I push harder on this pan of the scales that you can push on the other. Which way will they go?" The question is trite and the answers nugatory. People talk about avoiding the hypothesis, but in these cases the hypothesis should be avoided. To accept it is already to have gone wrong.