Hi Trevor,
Thank you for your kind words and thoughts. You idea of splitting the project makes sense, but I’d suggest a slightly different approach. We create a new branch called something like oled-support instead of setting up a separate project. This has several advantages. Firstly, it would make it much easier to roll new functionality into the stable version. I work on Little Backup Box in my spare time, and I can’t support and manage two versions. Also, I don’t want to fragment the project.
Point 2. Simon has already made some significant progress (see Little Backup Box August 2019 update - #6 by st599).
Point 3. Good idea
Point 4. Well, this is up to individual users. They can extend and improve Little Backup Box in any way they want. 
Point 5. I have no particular preference. If someone could provide instructions on how to implement GPIO support, I’ll do it.
Please, feel free to create issues in GitHub (Issues · dmpop/little-backup-box · GitHub), so we can track and implement your suggestions.
Kind regards,
Dmitri