Actually, there’s a few more starting off with Cory Doctorow’s ( @pluralistic) Craphound that I’ve been listening to on and off for a little over a decade—when I started scrolling through Boing Boing.
Craphound Podcast URL: https://craphound.com/podcast/
And there’s the Scripting News Podcast from Dave Winer ( @davew) where he discusses current events and ideas for the modern web among many other topics.
Scripting News Podcast URL: http://scripting.com/podcast.xml