Right, I think we don't disagree that much. In particular, if you don't anticipate your code being used or maintained for very long, don't document it! Both of us worked on a lot of throw-away code over the years after all ;)
About the only times I accept Bill's premise is when you know that you're doing something throwaway (i.e. never gets checked in), or when you're so pressed for time that the cost of doing the documentation is the difference between success and failure (but if you're that bad off, you're doomed anyway). Most of the time, documentation doesn't get written because it isn't immediately "fun" for the coder, and nobody is enforcing it. There's no rational reason otherwise.
If we're talking about the sort of documentation the OP is talking about, which is crucial for any interface that you're releasing to the public, then I don't agree. Documentation like that impedes change and its value doesn't always come out on the right side of the trade-off.
Now, if we're talking about more informal documentation used to clarify thought process in confusing areas or writing good commit messages to document the thought process behind a set of changes, then yeah, I agree that everybody should always do that.