So if Bob is cryopreserved, and I can res him for N dollars, or create a simulation of a new person and run them quickly enough to catch up a number of years equal to Bob's age at death, for N - 1 dollars, I should spend all available dollars on the latter?

Edit: to clarify why I think this is implied by your answer, what this is doing is trading such that you gain a death at Bob's current age, but gain a life of experience up to Bob's current age. If a life ending at Bob's current age is net utility positive, this has to be net utility positive too.