During my commute and exercise, I spend a lot of time listening to podcasts. Many of these podcasts are produced by 5by5. The ones I enjoy are Hypercritical, Amplified, Build & Analyze, the Critical Path, Back to Work, and especially Geek Friday.
Greek Friday is hilarious! The interaction between a normal person and a not-so-normal person is so entertaining. (Listeners can figure out which one is normal and which is not). Poor Faith!
As an casual Mac user, I also listen to Mac Power Users. I learned many tips on workflow and new or interesting apps. For example, they had an episode on low cost apps, where they discussed Skitch, an easy-to-use (non-geek) app for capturing screenshots and other images, annotate them , and share them. I checked out the site and liked it so much I downloaded it.
5by5 does a great job providing me with hours of entertainment!