Interesting idea. I like it!
I taught myself software engineering and just released a startup that I coded, so I know what you are talking about with many of these problems and the lack of resources around them online. I had to consult my friends that are advanced engineers on many of these topics.
I could have used someone like you to show me more than a basic tutorial project and show me how to build a startup.
Having said that, I would have most likely not watched something or read something like what you just laid out. It's far too complex and detailed.
What I think is missing is something like Mackenzie Child's videos, but it's a screencast on how to build a startup. It comes with step by step explanations in plain english. Or like railscasts but for a startup where you finish a project from start to finish.
As I was teaching myself to code, the biggest problem I found was not a lack of resources, but a lack of good teaching. Good teaching to me simplifies complex processes. I used to teach guitar when I was younger and it took me much longer to think of how to explain something complex in a simple way, rather than to just say the information to the student.
I think if you can do that, then you are onto something. But at first glance it needs a bit more simplifying down and maybe there are some things you can strip off too.