This podcast documents a real life experience of a guy starting up a business, in real time, as it happens. It mostly consists of recorded conversations with investors, cofounders, customers, etc with a bit of narrative thrown in to give context. A fantastic way to get insight on a lot of things that people don't experience until they become founders themselves - it has been of tremendous value to me personally. There are 14 episodes that run roughly 20-40 minutes each.

You can download it on an iPhone/iPad via the Podcasts app, or visit the site here: http://gimletmedia.com/show/startup/