I'm so glad I asked my question and even happier to see some small amount of progress being made on the wiki. I completely understand the amount of effort required to document a constantly evolving, dynamic 3D application. I worked for Luxology and then The Foundry for 8 years writing the documentation and making training for MODO. It is a lot of effort, but an application simply can't grow if there isn't a community of engaged and educated users to pass the knowledge around.
My philosophy is that the documentation should cover the technical 'whats' of all the various aspects of the app. Like a definition or paragraph of explanation on what a feature is or does. For example what is "Fake Dark Power" is and why one would ever need 'Tweaks' in the first place. That's the stuff that to me make the app so opaque. Once the specifics are filled in, training videos are a good way to show workflow- "Do this, or enable that setting to get this effect.". The last piece of the puzzle is having some amazing samples provided that users can then dissect to figure out how things all hook together. Without any basic understanding of what a setting does the dissection of files is largely useless. I downloaded the latest demo and there's was none of any of that, no documentation, links to a seemingly long ago abandoned wiki, no links to basic video introductions and no sample files. I'm not asking for documentation on how to do every possible permutation of node combinations, just an explanation of the basics one can expect from a setting.
I would highly recommend a license to camtasia, and if someone with a decent understanding of Terragen there at Planetside made a weekly 5-10 minute video covering a specific function, withing a year you'd have 6+ hours of useful training users could refer to and 50 more videos than you have now. And I'd feel like my upgrade price wasn't going to waste on another iteration I'd never be able to use or understand.
For reference on what I'm talking about here is the docs I wrote for MODO--http://modo.docs.thefoundry.co.uk/modo/801/help/index.html
and here is the training channel I set up on YouTube and the videos I made for it--https://www.youtube.com/channel/UC3gcz4qAcvMtrVCiRZvEnzg
Please, please Planetside, I hope this is the start of a new push for moving documentation forward, and not a blip in the otherwise same ol' same ol'. Mostly thank you for responding.