"The identity of the official whose alleged responsibility for this hypothetical oversight has been the subject of recent discussion is not shrouded in quite such impenetrable obscurity as certain previous disclosures may have led you to assume, but, not to put too fine a point on it, the individual in question is, it may surprise you to learn, one whom your present interlocutor is in the habit of defining by means of the perpendicular pronoun."
I highly recommend this read. Among the examples, you'll see plenty of (sadly) typical, overcomplicated phrases, that can often be replaced with a single word. The article also goes into presentation, such as the use of tables.
I hope many people take this to heart, because I've seen a lot of despicable writing over the years. I'd love to see more simple, direct language.
The problem is that plain language is full of loopholes and double meanings. Legalese is hard to understand, but it tries to be precise and loophole-free.
The word "shall" in it can be replaced with "must" to make it more plain.
Edit:
This is some of the advice from the article: The use of "shall" creates confusion. To impose a legal obligation, use "must." To predict future action, use "will."
The convoluted language necessary to do this can make things worse. This sounds more like being politically correct than anything else.
Also, I personally hate chapter headings stated in the form of questions. Whenever I see that, I know the next section will be full of useless "don't worry" platitudes.
A lot of the convolution goes away if you embrace the third-person singular "they". It sounds odd at first but I'm slowly adjusting to it as I hear it more and more.
"The identity of the official whose alleged responsibility for this hypothetical oversight has been the subject of recent discussion is not shrouded in quite such impenetrable obscurity as certain previous disclosures may have led you to assume, but, not to put too fine a point on it, the individual in question is, it may surprise you to learn, one whom your present interlocutor is in the habit of defining by means of the perpendicular pronoun."