I went on the job market in the academic year 2007-08. If I am honest with myself, I realize I was ambivalent about whether I wanted to continue in academic philosophy. I was already not quite identifying with my dissertation, even though (as I note here) I believed in what I was writing. And I wasn't sure what academic philosophy was exactly, what it could be, and how I fit into it. The idea that for a year I would have to ignore such questions, and boil down my dissertation into bit sized chunks of 5 minute spiels, writing sample, job talk and so on was unappealing. I wasn't against the professionalization of the job process, since it seemed that was the only way to counteract the institutional biases in the discipline. But as someone who was already feeling unsure about my place and future in academic philosophy, I experienced the need to put a professional stamp on my identity as forcing me to identify with practices which I wasn't sure I wanted to identify with. I imagine there can be a way to enjoy the experience more, though at that time I didn't find it. To some extent my very ambivalence about getting a job protected me from the natural insecurity and self-doubt the job market can foster.
The eastern APA was in DC that year. I went down from Cambridge with 7 or 8 interviews. In a way I find bizarre now, back then I used to even resist tucking in my shirt as that seemed to be too professional or being part of the system. So wearing a suit seemed not an option to me. I got my best pant and dress shirt, put on a new sweater on top, dusted off some dress shoes I had bought for my brother's wedding and that was my uniform. I don't say this with pride. To the contrary, at least for myself, I see it as I was so generally confused, and seemed to put stock in irrelevant things so much, treating this minor thing as caving in and that minor thing as standing my ground, that I couldn't see the forest for the trees. I was not happy, but it cannot all be put on the job market. My own ambivalence was a part of the cause.