UPDATE (6/15/2009): Herb talks about his top five books in an excellent program downloadable at THIS LINK.
Today I had a wonderful conversation with Gordon Comstock to discuss five books I consider indispensible. (I was feeling slightly taciturn--I spoke for only an hour and eight minutes.) The interview is already posted on Gordon's Ministry of Truth audio page, and may be downloaded from this link.
One of my main five is Albert Jay Nock's Memoirs of a Superfluous Man, now deplorably out of print--and commanding rather steep prices on such sites as ABE books. Fortunately, thanks to the Mises Institute, this excellent book may be downloaded in pdf format from this link.