Documenting Things

Much of our September discussion (https://www.meetup.com/NetSquared-Kitchener-Waterloo/messages/boards/thread/50152404) revolved around documentation. How do we ensure it gets written when there are so many other priorities? How is it maintained so it does not go out of date? How do we index it so that it is easy to find the information we need when we need it? What tools have we found most helpful in creating and maintaining documentation? What things are important to document, and what things can be skipped? As always, bring your experiences and questions.