RHorning: interesting musings. btw, have you been keeping up with citizendium at all (the 'alter-pedia' by larry sanger)?
as far as getting donations to the wmf in bitcoins... i figure it doesn't hurt to ask... pointing fingers at EFF may be a helpful bit of persuasion...
The Citizendium is all but dead as a community. There are several issues involved there, and some interesting social dynamics that have been played out as a result too. The funny or perhaps even ironic thing is that the Wikimedia Foundation is talking about hosting the Citizendium, as they seem to be running out of money in terms of being able to pay for their hosting service. There seems to be some fairly widespread support for the idea.
A pledge drive like we did for the EFF might be worthwhile too, If you could say that the WMF could get the equivalent of $200 or $500 for doing a conversion of bitcoins to dollars, they might find it is worth the effort. It is in those terms that the effort would be made.