Earlier quoted context omitted.
Indeed i kind of felt similar. I'm just not sure what the thesis of this piece is supposed to be. Is it that to write deeply you should question your assumptions and follow your argument to their logical conclusions? Is there something more that i missed? Surely that goes without saying?
Here’s my (sometimes heavy-handed) restatement. The thesis is marked by asterisks. The author’s expression tends toward the literary and thus reduces clarity by requiring more work from the reader — a point which I find ironic in light of the message conveyed. - - - > When I sit down to write … [m]y thoughts are flighty and shapeless … . But when I type, it is as if I pin my thoughts to the table. I can examine them.…
The top-down elaboration of bullet points is what middle-school students should've been taught, outlining.
The conjecturing and counterexamples are reasoning critically about your own ideas.
All of this is easy said but it's all well known and high school education should've taught the basics of this, the rest is just lots of practice.