Machiavelli's book The Prince seems relevant to almost every political age. A recent article in The New Yorker brings out some of the insights into the present reading Machiavelli today can offer.
Oxford University, which is launching on iTunesU on 7th October, has interviewed David Edmonds and me about our podcast Philosophy Bites and about podcasting in general for the Oxonians podcast (David is an Oxford graduate, and we have interviewed many Oxford philosophers).