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Notes -
I would say that the more thoughtful transhumanists either converge quite closely to the above, or else diverge in ways that seem to me strictly inferior (The Good Place, Lena). This is because the above, as your own comments indicate, is the best we can concretely imagine; as you say, "simple solutions to simple problems".
Those Christian writers both capable and willing to engage in speculation are forced to appeal to abstractions (The Great Divorce being my favorite), but I for one find those abstractions intriguing, and clearly preferable to the Transhumanist offers; if I accept the most plausible of the Transhumanist assumptions, they indicate to me that Transhumanism's capacity for creating Hell vastly exceeds their capacity for creating Heaven, much less God.
Were you under the impression that Lena was envisioned as a transhumanist example of Heaven???
No, but it seems to me that most descriptions of Transhumanist Heaven suffer from suicidally-naïve faith in progress, and Lena demonstrates succinctly why it is suicidal. It seems to me that a lot of Transhumanists have been dreaming of and actively working toward Lena without comprehending the reality of the scenario, and that this constitutes a disqualifying failure of imagination and reasoning. I readily slot myself into this category; I used to be a transhumanist, and I did not write Lena, for reasons that I have spent some time contemplating. Uploading your mind means boxing yourself. It is not immortality or transcendence, it is a level of imprisonment and vulnerability so utterly profound that no human has ever experienced the like.
Those that dodge this pitfall usually do so by appealing to a God analogue; CelestAI or Coherent Extrapolated Volition-aligned superintelligence, and thus converge on the Christian model.
The Good Place tries to thread the needle, and collapses into number-go-up banality.
Friendship is Optimal is just as much a warning as Lena is: the message is that in Heaven, you will be subjected to the unyielding alien whims of a being who will mindrape you into accepting it. If it is a convergence to the Christian model then it shows me how naive the Christian faith is, and it only dodges being suicidal by introducing layers upon layers of mental gymnastics of why it's wrong to murder babies before they sin. What is "a disqualifying failure of both imagination and reasoning" if not to utter "Heaven is beyond imagination" and "Heaven will undoubtedly be good" from the same mouth?
I would say that the concept of uploading is vulnerable to the "man-made horrors" scenario in ways that are obvious to us, but it is not doomed to it, and the very fact that Lena exists as a caution tale instead of blindsiding us in reality is proof of that. In fact, the ability of transhumanists to notice skulls seems to rapidly outpace the ability to create skull-producing nanofactories. How many Christians ponder on whether Heaven might actually be horrible (and remain Christians) as much as Transhumanists ponder on all the ways the man-made Heaven might be horrible?
(In my own chronicle of noticing skulls, I have concluded that a) non-destructive uploading is a way of procreation and I shouldn't subject my upload to anything I wouldn't do to my child; b) destructive uploading without an ego bridge is a way of suicidal procreation and I shouldn't do it unless I'm about to die anyway; c) don't upload myself, with continuity or without, to a system that is trivially root-accessed from the outside.)
The Christian looks at the myth of Icarus and Daedalus and concludes: "man was not meant to fly". The Transhumanist looks at it and concludes: "do not operate experimental technology outside constraints that have been proven to be within the safe margin".
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