While it's not really the focus of the essay, I was really struck by PW's description of how he thinks about philosophical problems:
Here’s how I think about a philosophical problem. It is a branching tree of paths, splitting off into alternative solutions, each with their own forking reasons, each caught in dialectical interaction with its opponents. You choose a path that seems right, and if you’re lucky you outlast the alternatives, chasing them into dead ends of bare assertion or loops that beg the question (either is a pyrrhic victory). However, these looping paths are tricky structures. They don’t always lead back to the alternative solution you’re disputing, but to other branches of the wider philosophical tree. This is the interesting thing about infinite trees, they’re self-similar in a sprawling fractalline fashion. This means that what you originally think is a well defined local problem can force you to see it as a branch of a bigger tree, if you want to continue arguing against an opponent whose premises reach deeper into the problem space. The tree analogy is at risk of bursting here, so let me make an explicitly formal modification: the structures we’re talking about are in some sense like proof nets, but they’re more like (infinite) directed graphs. The directional asymmetry between question and answer remains significant, and we always have to start somewhere, at what looks like the root of a tree.
I found this to be a really striking and evocative metaphor. One gets a real sense of a lot of how PW is thinking about doing philosophy. First, one gets a sense that the ideas being interacted with come with independent structure -- one starts from somewhere in the network of paths, and follows where they lead. This, I take it, means that PW experiences philosophical ideas as having a kind of inner structure that he must respond to. Second, one gets both a sense of competitiveness and a sense of playfulness, the imagery seems to be a kind of homely one of children chasing each other round a large garden, or something of this sort -- among these paths a competitive game is being played, wherein one gains victory by successfully getting one's adversaries to admit defeat at the end of a chase because they chose a bad path (where the path is bad because of features of the path rather than the one who chose it). This, I take it, mirrors PW's experience of debate among philosophers and philosophies.
But, third, one gets a sense of exploration, one is only learning where the paths lead as one chases one's opponents around. This, I take it, tells us what PW takes to be gained by the game in the previous; it's not just frivolous one upmanship or the like, we are actually learning through doing. And, fourth, the game may go on forever -- the tree is infinite and so you will never reach the end of all paths. In the other direction, while one picks what looks like the root to start from, I take it the qualification is exactly to indicate that one may well be able to turn back and try to follow the paths up to their source... and maybe it is infinite in that direction too...
Here is a sense of philosophy as an unending quest to explore a vast garden through our mutual competitive play.
It is also totally different from how I would describe my own phenomenology of doing philosophy. For one thing, I don't really encounter ideas as pre-structured. In fact when I reflected on this I realised that I have a somewhat dualistic picture of doing philosophy. There is, it seems to me, the activity of having ideas. And then there is the idea of me producing ideas. I suspect this reflects poor self-esteem in some sense, but it doesn't really seem to me like the things that inspire me and make me able to work, and the things that I qua philosopher produce, are all that similar in type. Instead, it feels to me like there is a vast unstructured I-know-not-what that I may sometimes interact with through various interlocutors and texts and films and walks in the rain and the like, and through making myself receptive to this I am thereby provided with the means to engage in the workman like day to day activity that I engage in. What I produce will be small and structured, but that is a symptom of its artifice and artificer, not reflective of its ultimate source. I also feel I have somewhat different relationship to philosophy as a social activity; there's something frenetic, if not frantic, about philosophy as PW experiences it. (He writes about this aspect at length and movingly in the blog post above; you really should check it out!) Whereas for me philosophy is something that is done socially, but as a calm and calming and collaborative activity.
Following PW's lead and making my phenomenology of philosophy into something visualisable (and somewhat inspired by my advisor) I wrote a haiku:
Ocean of reasonHave a Merry Christmas, and see yinz in the new year!
laps gently against the bay;
castles in wet sand.