I'm probably a little late to the party on this one, but I have just started listening to This Developer's Life, a podcast presented by Rob Conery and Scott Hanselman. Each episode focuses on a particular topic in the realm of development and technology in general and involves interviews and stories from some of the most well known faces in the industry. There are some genuine legends, both past and more recent, shooting the breeze for our listening pleasure. These stories are interspersed with some great choices of music and short stories from the two presenters. I think there's something in there for everyone interested in technology and, like me, you'll probably find yourself relating to more than one of the topics brought up.
In all, it makes for a slightly lighter and refreshing change to other technology-focused podcasts out there. Go listen now, if you haven't already! I highly recommend starting with the first episode that contains some of the funniest and also darkest stories so far.