Over at Inside Higher Eduction, Brian L. Keeley (UCSD Philosophy Ph. D., 1997; presently Professor of Philosophy, Pitzer College) has written an extremely useful article for graduate students entitled: Getting a Job in Philosophy. Year-by-year advice is given: this is extremely useful, and I wish I had had it. More about Brian (from his c.v. at his website):
Ph.D., Philosophy and Cognitive Science, University of California, San Diego;
Thesis: “Cognitive science as the computational neuroethology of intelligent behavior: Why biological facts are important for explaining cognition.”
Chairs: Patricia Smith Churchland, Sandra D. Mitchell.