I've begun more work on this hack, and I've got a few more things defined.
First of all, the Phases. Rather than five phases, I've cut it down to three: Abandonment, Regenesis, and Homecoming. Each phase will have a set of playbooks that stem from the previous phase. The Doctor becomes the Patcher becomes the Medicine Man. There will be two generations passing between each phase, so the changes in culture and society between phases will be dramatic.
Second, the playbooks themselves. I've come up with fourteen different playbook ideas, each with an "evolution" for the phases. Guess that means a total of 56 playbooks, which sounds like a lot. It's not guaranteed that all fourteen will pan out, of course, but I like the concepts. If you want me to list them out, let me know. They'e only names right now.
Lastly, I'm working on coming up with names for the stats. Hot, Cool, Hard, Sharp, and Weird are awesome and descriptive, but they're very much for AW. I want stat names that are reflective of of the setting and the feel. I've been batting a few things around, and I'm noodling about Controlled, Wild, Connected, Removed, and Mournful. Of those, I think Wild and Mournful are punchy and evocative, but the others need some work.
In order to figure out the stats, I might need to start looking at the Basic Moves to see both what I want to include, and what is needed to accomplish those moves.
I know things are vague now, but if you've got feedback, suggestions, or need clarification, I'll be happy to give more info. Thanks!