Choose any goddamn thing to start documenting (I use MediaWiki, since everybody seems to have some experience with Wikipedia nowadays, so it's not so jarring).
Job swapping is essential, since you'll never know how good your doco is until you test it.
Choose the best communicator with skillset A, the best communicator with skillset B, and let A do B's job with B watching over, documenting all the way. Swap and repeat.
Do the same thing with all other combinations of skillsets you've got.
Then test again: when A takes a day off, find a B to replace him/her as a stand-in. See how well he does.
If it's not tested, it's useless.