Goodness knows Microsoft could do with some more rationality, even if they have to come by it illicitly ;)
Seriously though: no, don’t trust Skype (or Dropbox, or gmail for that matter) to keep your secrets. However, most communications aren’t secret, and discussions about rationality per se probably shouldn’t be.
I can only imagine that someone spying on rationality discussions with sinister intent is doing it for really irrational reasons, so the more they hear and understand, the more the problem solves itself.
True, and I can’t see any benefit from hierarchical organisation. There isn’t a central authority of rationality any more than there is one for chemistry or calculus.
But CFAR maybe hasn’t scaled to its maximum size yet, and as it approaches it, it will probably become clearer what the ideal size is, and there will be more people with experience in training who can split off another group.