We have a list of about 150 directors, and it's growing all the time. Sometimes it depends on what guests want (we have a major film podcaster lined up for the fall who made a special request for Errol Morris), but mostly we try to do a wide variety so the choices come down to "We haven't done an action director yet, we haven't done a foreign director yet, we haven't done a director from before 1960 yet..." etc. With someone like Losey, the challenge was to do a director we were COMPLETELY unfamiliar with.
Also we're trying to avoid HUGE names (Hitchcock, Spielberg, Scorsese, Altman, Kurosawa) until we're confident that we can really do them justice. Someone like Hitchcock, we're likely to do two episodes (or more) back to back on, when that time comes. The idea is that one week we can do Walter Hill (coming this summer) and the next week we can do Jodorowsky
Then we're also going to try to do some new movies that come out, and cover directors that way. We're planning on covering David Gordon Green when Your Highness comes out, and have talked about possibly covering Kevin Smith when Red State goes wide (that one is much more tenuous, though).
The relative infrequency of release (very few regular podcasts only update twice a month) means that we'll likely never run out (especially when we can go back and cover previous directors) but it also means that we have enough time to really dive into their filmography.
Also, I'd like to note that we plan on always having guests from here on out and if you're interested in being on, definitely feel free to contact me with a list of directors you'd be especially interested in. Most of the people on CHUD are smarter than I, so I'd like to make sure we get a bunch of you on, especially now that we've figured out how to have guests via internet. A lot of you will be hearing from me in the near future.