What is the best conversation you’ve ever had? I don’t think I could answer that question. It’s an odd one to even ask – do we really even pursue good conversations with other people? It’s a lot easier to talk about your favorite TV show or movie or novel or restaurant than your favorite conversation. It would be even more interesting to set out with that goal in mind: this week I am going to try and have the best conversation I’ve ever had. How would that change the way I act, and would it ultimately be counterproductive? Can great conversations be pursued, or are they the kind of thing that must happen organically?
David Lipsky spent 3 days interviewing author David Foster Wallace for Rolling Stone, and, years later, turned that extended conversation into a book called “Although Of Course You End Up Becoming Yourself.” The book, in turn, has been made into a movie called “The End of the Tour,” which is basically a two-hour conversation, with occasional changes of scenery and musical interludes. At the end of the movie, Lipsky calls this the best conversation of his life, and yep, it’s a pretty great one. It had better be, to justify this kind of attention.