I'm sure everything I'm about to say has already been said, but I would like to add my voice because it seems important.
This podcast was enjoyable to me. I was surprised that I enjoyed it so much and I ended up listening until the end. I really liked to listen to Steve Jobs, even knowing that this was some sort of combination of things he has said and generated content, he was very enlightening to listen to.
Both Joe and Steve stayed in character as far as I know, the audio and a few laughs that were misplaced seemed like the only flaws technically.
Morally I'm thinking that this falls short unfortunately, but only because i'm under the impression that permission was not given to use the likeness of either person. Since this is a relatively new way to achieve something like this particular production I believe that these first uses will have the biggest effect and I can understand why the two people featured were chosen. I hope that one day our society respects the right of people to be portrayed and used as they would wish, but I do understand that as of right now the power to enforce those protections are probably not well developed.
All in all I'm very impressed and a bit disturbed by the potential.
I feel similar to you — to combat the morality aspect — I wish there was an annotated community transcript that you can dig deeper into how it was put together.
Voluntary participation in the military can be a great way to learn leadership skills that can translate to other occupations. No one should be forced to serve but it is possible that with the right motivation it can be beneficial to individuals and society.