I think it sounds like a good structure.

I'm really good at a lot of things, and in the real world I catch on to new concepts quickly. But when it comes to technology (cryptothings and URLs and markdown and power up among the newest for me) I almost didn't even give it a go.
To give you some perspective, I can't set the clock in my car.

I know most people are lightyears ahead of me, but I can't be the only who finds this thing really intimidating.

Without the help of those like @goldendawn and @hitmeasap, I'd have quit before I started. I think an organized system of mentors, like you're proposing could only add to the positive experience of newcomers.