I signed up for the three-month “journeyman” deal recently, so maybe I can answer this at least a little.
As far as I can tell, the projects that are available are: Shine On You Crazy Kicad (public), Getting To Blinky (public), CE Header (private: about 17 videos), Current Sink Or Swim (private: about 44 videos) and Power Swap (private: about 34 videos). There are also skills videos. So far I’ve worked through everything up to and including CE Header. I believe that this is something like the third incarnation of Contextual Electronics, and the BenchBudEE project you mentioned was from an earlier version of the course. (I’m not sure about the access to projects based on different levels.)
The lessons tend to be a mixture of explanation and “watch over the shoulder” as Chris works on the projects. I think it’s an interesting and pretty effective way of teaching something like PCB layout. Don’t expect a hyper-polished “Do A, then do B” kind of presentation. This is much more like the way you really work with tools like KiCad for real: you make mistakes, you backtrack, you try things. You sometimes have to watch closely, but it’s very useful to watch someone experienced doing the same things that you’re trying to do.
I hope Chris won’t mind me saying this, because it’s basically just repeating what he said on the Embedded.fm podcast recently, but it seems as though Contextual Electronics is pretty much “on hold” in terms of new development. The GitHub repositories associated with the projects haven’t seen any updates for some time, and I get the impression that there isn’t any new material in the pipeline.
I’m guessing that compared to consulting, running an online course like Contextual Electronics is a lot of work for relatively little reward. I can completely understand that Chris would rather be generating free videos about KiCad visible to everyone on YouTube than working on material that’s only available to a relatively small number of paying customers here.
It’s a shame that the economics work against something like this, because I think the kind of project-driven approach that Chris takes here is really good, and has a huge amount of potential as a scheme for teaching electronics, which is this weird mixture of complicated theory (which needs explanation) and “craft” elements (which need demonstration). I have no regrets about signing up for 3 months, even if the course content isn’t as wide-ranging as I’d hoped. If nothing else, paying for something helps to ensure that you do work on it! (Also, there seem to be a lot of very knowledgeable and helpful people on the CE Forum.)
I’m not sure that a subscription-based model works so well for something where the content is basically fixed and nothing new is being added, so I don’t know if I’ll continue after the 3 months are up, but in the meantime, I’m enjoying it a lot, and learning a lot.
One warning: if you’re not in the US and you want to sign up for the Analog Discovery 2 bundle, check carefully the cost for shipping, customs and handling. I live in Austria and those charges absorbed pretty much all of the price reduction from the bundling.