Lawyer2Lawyer was recently selected as a top legal podcast by the editors of the ABA Journal and is currently in a neck and neck competition for first place in the ABA Journal's readers' poll. (Please vote if you haven't already.)
Here is what Dennis Kennedy said about L2L:
Bob Ambrogi's and Craig Williams' Lawyer2Lawyer Podcast is the longest-running weekly legal podcast and has more than 100 episodes. They cover many legal topics, which is both a plus and a minus, since an episode might stray outside your area of interest. But they generally do a great job of finding broad enough topics and getting excellent guests on leading edge topics.