In Episode 36 we have not one, but two special guests(!), both experts in the cartography of Infinite Jest's Boston (and beyond). William Beutler is the creative mind behind the staggeringly glorious Infinite Map (among other things), and Bill Lattanzi has led a series of walking tours in the Boston area tracing the locations of Wallace's opus, so you can see the emerging theme of the episode here. 

List of links to pertinent discussion points in the episode:

Infinite Atlas: http://infiniteatlas.com/