My public radio station is engaged in a most obnoxious spring pledge drive. Good time to listen to podcasts. Here are the ones I'm currently liking.
Free As In Freedom: The best informed podcast on software licensing issues, and highly idealistic. What keeps me coming back, though is that Karen and Bradley never quite agree on things, and always end up in some lawyerly minutia culdesac that is somehow interesting to listen to. They once did a whole show about a particular IRS tax form, and I listened to it all. (Granted, I often listen to this while cleaning house, but as Bradley would say, at least I'm not listening to it while driving.)
This Developer's Life: At least the early episodes before it got popular are a unashamed imitation of This American Life, and I have quite enjoyed them. Although I often roll my eyes at the proprietary developer mindsets on display in the show. For example, often they'll have a bug and not root cause it, because well, they don't have the source code for the Windows layers. Still, beneath that it's mostly about the parts of software development that are common to all our lives. A particular episode I can recommend is #10 "Disconnecting" -- the first 20 minutes is a perfect story.
Off the Hook: This is actually a live radio show, quite well done, with call-ins and everything. So much more polished than your typical podcast. It's hosted by Emmanuel Goldstein! And it's been going on for over 20 years, so why did I never hear about it before? Probably I'm not quite in the right hacker circles. Since it's out of NYC and very anti-authoritarian, I've mostly been enjoying it as a view into the Occupy protests.
StarShipSofa: The best science fiction podcast around. Probably not news to anyone who ever looked for such a podcast. Long, and tends to be frontloaded with a lot of administrivia, which I fast-forward to get to the stories.
Spider on the Web: The best music and science fiction podcast around. Mostly on hiatus since Jeanne died, but I hope Spider picks it back up. A good examplar is "Bianca's Hands"
Long Now Seminars: Consistently interesting. I visited their space last time I was in SF only to learn they'd had a talk the night before, which would have been a bummer, except they ran the bits of the Clock for us.
Linux Outlaws: After 18 years using Linux, I find the level of discourse in most Linux podcasts typically rather annoying. Including this one, but when Fab gets on a rant, it's all worth it. Sometimes some interesting guests.
This Week In Debian: Sadly no new episodes lately, and I've been too lame to respond to repeated interview requests. Probably it needs to move away from being an interview show if it is to continue; there are only so many DD's who can give excellent interviews like liw did.