Can you recommend some texts that would be good reads towards understanding this subject better?
The problem is laypeople expect to be able to understand advanced philosophy without knowing anything about the history that led to this point.
Nobody complains about, e.g., Weinberg's textbook on QFT being unreadable. I think this is primarily because Weinberg is basically unknown to people who haven't had 4+ years of physics education.
You could also start with some of heidegger's shorter works like What is Called Thinking? or the one about technology (I'm not sure what the popular translation of the title is).
I disagree (I've never tried reading him in translation). His German coinage and turgid sentences are legendary. I had one particularly obscurantist sentence from Sein und Zeit on my whiteboard for over a year and it was always a source of discussion, both jocular and serious, when someone came into my office.
This is the kind of phenomenon I miss in remote work