I was reminded of this by Kelly Dean Jolley's post on the structure of the Philosophical Investigations and Tractatus. As he writes there:
In TLP and PI, the concentration of metaphilosophical remarks occurs in the dialectical middle (a middle not necessarily the same as its paginal middle): the 4s in the TLP and in 89-133 in PI. Rhetorically, each of the books is a large epanados, a chiasmus. That is, each of the books is organized spatially around a center or middle. Each book has the structure, roughly, of a large ‘x’, with the metaphilosophical remarks stationed at the crux of the ‘x’.The 'x' makes me think of cross-stitch, although sewing has a more tangible product than philosophy. But the movement of stitching, going in and out and back and forth, seems apt. Wittgenstein's books are made to be read dialectically. At the very least the meta-philosophical remarks ought to make you want to go back to the beginning and start again, if only to make sure that you haven't misunderstood anything as a result of coming to the book with a different idea of what philosophy is than Wittgenstein's. So you go into the text, then return to the beginning, and then (maybe) read through till the end. Like an h written backwards. But the more you retrace your steps or explore different paths the more your route will resemble an X or a figure 8. You have to find your way around by exploring. Wittgenstein provides sketches of landscapes and you have to go criss-cross through them. This seems to be the kind of activity that Brewer describes as dialectical.
I was also reminded of this by thinking of the song "Accept Yourself" when I was writing about being yourself. "Others conquered love but I ran. I sat in my room and I drew up a plan," Morrissey sings. Of course, making a plan and then enacting it (the model of action rejected by Brewer) is not the usual way to success in such matters. Indeed, it might well be regarded as a form of evasion. Not all problems are technical, as Morrissey also makes clear in the joke "I need advice, I need advice....nobody ever looks at me twice" (from "Miserable Lie"). (It's a joke because no advice will make him better looking.) What people need is to engage and find their way, however clumsily, not a better plan or sounder advice.
And then there's Dante:
In the middle of the journey of our life
I found myself in a dark wood,
for the straight way was lost.
Ah how hard to say what a harsh
thing was that wood savage and rough and hard
that to think about it renews the fear!
Not all activities are dialectical, and not all problems are like this, but the big ones seem to be. And this is surely related to Wittgenstein's idea that the answers to life's problems will not be provided by science or philosophy as traditionally conceived.