I think that the outcome from every self-edit should be a question that is more informative, easier to read and/or can be understood quicker, so that potential answerers can think, at not much more than a quick scan, "I can probably answer that!", and then attempt to do so.
When an asker provides status and progress updates, I think that is best done by re-reading and editing improvements to their question as a whole.
Sometimes this may mean an overhaul, and at other times it may be just a few tweaks, but in both cases the emphasis is on the question being (and remaining) easy to read and understand, and preferably being as concise as possible.
What I think can make a question more difficult to read, is to leave the original content alone, and instead start to append sections under headings (often dated) like Updated, Edited, Progress, etc. Reading a question broken up like that means the reader having to merge, in their mind, the original content (some of which may be outdated) with the additions (some of which may also be outdated).
That was the way it had to be done back in the days of discussion forums and long running threads, but here we use wiki-style asking and answering which means we can remove any no longer relevant trials and errors that may distract from where what we are currently stuck. By presenting your question as one that can be read as a single flow, which can include results of earlier tests when they enlighten us, potential answerers can focus on answering rather than on trying to synthesize what is being asked first.