I completely agree with everything you wrote. (And upvoted you to 0 :).) Having said that:
For example, if you were able to create a simulation of me repeating the last year of my life in a simulation of my environment for the last year, I would not especially care whether you actually did so or not.
Would you say the same thing if your last year was terrible? Torture terrible? If yes, would you say the same thing if the simulation slightly diverged from your original last year?
Heh. This is another case where I'd like to know up and down votes rather than their sum.
Anyway, to answer your question: I have no idea what I would say after a year of torture, but speaking right now: I have at least some interest in avoiding a year's worth of torture for an observer, so given the option I'd rather you didn't do it. So, no, I wouldn't say the same thing.
But that doesn't seem to depend on the fact that the observer in question is a simulation of me from a year ago.
Suppose I have choice between the following:
A) One simulation of me is run for me 100 years, before being deleted.
B) Two identical simulations of me are run for 100 years, before being deleted.
Is the second choice preferable to the first? Should I be willing to pay more to have multiple copies of me simulated, even if those copies will have the exact same experiences?
Forgive me if this question has been answered before. I have Googled to no avail.