Chris Fisher's Jupiter Broadcasting pod/vodcasting started 8 years ago with the Linux Action Show: still their flagship show, and how I discovered them 3 years ago. Shows like this give access to FOSS to those outside the LWN-reading crowd; community building can be a thankless task, and as a small shop Chris has had ups and downs along the way. After listening to them for a few years, I feel a weird bond with this bunch of people I've never met.
I regularly listen to Techsnap for security news, Scibyte for science with my daughter, and Unfilter to get an insight into the NSA and what the US looks like from the inside. I bugged Chris a while back to accept bitcoin donations, and when they did I subscribed to Unfilter for a year at 2 BTC. To congratulate them on reaching the 100th Unfilter episode, I repeated that donation.
They've started doing new and ambitious things, like Linux HOWTO, so I know they'll put the funds to good use!