It's worth noting that the question of what is a better way of evaluating such prospects is distinct from the question of how I in fact evaluate them. I am not claiming that having multiple incomensurable metrics for evaluating the value of lived experience is a good design, merely that it seems to be the way my brain works.
Given the way my brain works, I suspect repeating a typical day as you posit would add disvalue, for reasons similar to #2.
Would it be better if I instead evaluated it as per #1? Yeah, probably.
Still better would be if I had a metric for evaluating events such that #1 and #2 converged on the same answer.
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This tends to imply the Sadistic Conclusion: that it is better to create some lives that aren't worth living than it is to create a large number of lives that are barely worth living.
Average utilitarianism also tends to choke horribly under other circumstances. Consider a population whose average welfare is negative. If you then add a bunch of people whose welfare was slightly less negative than the average, you improve average welfare, but you've still just created a bunch of people who would prefer not to have existed. That can't be good.
There are several "impossibility" theorems that show it is impossible to come up with a way to order populations that satisfies all of a group of intuitively appealing conditions.
I think that the Sadistic Conclusion is correct. I argue here that it is far more in line with typical human moral intuitions than the repugnant one.
If you take the underlying principle of the Sadistic Conclusion, but change the concrete example to something smaller scale and less melodramatic than "Create lives not worth living to stop the addition of lives barely worth living," you will find that it is very intuitively appealing.
For instance, if you ask people if they should practice responsible family planning or spend money combating overpopulation they agree. But (if we assume that the time and money spent on these efforts could have been devoted to something more fun) this is the same principle. The only difference is that instead creating a new life not worth living we are instead subtracting an equivalent amount of utility from existing people.