Technical in generating the final document, but the initial approach to recording info is quite simple: your boss wants date, one-line, and todo, but might later change everything and ask for date, full summary, no todo.

So the simplest way to keep up and always be ready is to record everything separately — in a basic table, even. Each row is one issue, each column is one piece of information your boss might ask for.

Even if you never get around to generating beautiful LaTeX documents or fluid web pages, copying and pasting bits of information into a document and printing will still be easier than re-writing the document every time.
// @kdfrawg