Jonathan Goldstein's Wiretap is the greatest radio show you may have never heard of. That's because, despite being on CBC Radio for five years, building a dedicated cult audience, and just being generally wonderful, it's never been offered as a podcast.
And check out the "unofficial" Wiretap archives here.
If you've never heard Wiretap before (or heard Goldstein on This American Life, or read his books) then you're in for a treat- he's a humble weirdo semi-genius. Whether he's imagining a hostile correspondence between Fred Flintstone and Barney Rubble or rewriting the Bible, or absorbing abuse from his supporting cast of equally funny Montreal cronies, Goldstein is always dry as a bone and completely original. Check it out.