Hi Shaun,
First, welcome to our community! Feel free to poke around, comment, ask questions, post ideas, etc. We're here to help and collaborate to make a better solution for everyone.
I like your idea of "crowdsourcing" the stencil work - it's certainly feasible and is something I think we're willing consider. If you were able to pick a product and record yourself adding connection points to it maybe others would pick up and follow suit. I actually have interns on my team who work in one of our labs - we like projects 🙂
Not sure what all is required to create new sets of icons for missing products, but I'm confident that I can get anything. If high-res images help, I have those.
This is currently the most viewed topic on our site, so I know people are interested.
-Drew