Great post, Rob!
I worry that the lack of communication is dampening the growth of the community. I'm guessing 90% of Wikidot's active gurus joined in 2009 or before. Community engagement (such as Pieter provided) to show that the project is under active development and responsive to its users is, I think, essential to attracting super-fans who greatly enhance the experience of using Wikidot (especially if they are active on community.wikidot, answering questions; or building tools and businesses around it).
Personally, I haven't been pushing the platform to its limits and so don't feel much urgency about the wishes on feedback.wikidot, but it would be nice to see a roadmap and hear about new features every once in a while.
Also, kudos to Wikidot for letting Rob post his honest thoughts here.