Whilst I used myself as a example I'm not really concerned about my own communication skills to the extent that I worry about them. I know I'm a reasonable or adequate communicator, it's just that I'm not an excellent one. Also I'll often just comment to straighten out my thoughts on a matter not expecting others to take much note.
Putting oneself in the shoes of one's audience is easy when there's general agreement with what one is saying but as so often happens there are two sides arguing who have diametrically opposing views. One can say something innocuous which is essentially to say nothing or one takes a strong stand and alienates half the audience which is usually my situation. (I've noticed during heated debates on HN that the total of my votes can fluctuate wildly in both directions and finally end up close to zero.)
What I have to say doesn't count for much as I don't post widely outside HN, rather what's important is the wider public debate—political, scientific, environmental, etc. What I've noticed in recent decades is a general decline in the standard of debate—of discussion and discourse. I've been around long enough to recall talking heads like Bertrand Russell and A.J.P. Taylor who could not only captivate and hold an audience—whether they were for or against the proposition being put—but do so succinctly and with great precision. They were so good they would spellbind their audiences. (It's worth watching old TV footage of these two and others of the era on YouTube just to be reminded of how good the public discourse was back then.)
In my opinion, the reason for why we are witnessing a decline in the standard of the public discourse and that communications have become so dysfunctional is that formal argument in the public arena has all but died. Not only do we no longer have speakers who can clearly articulate arguments but also audiences no longer have sufficient patience and perseverance to listen.