I dig a lot of the ones mentioned above, I also enjoy:
Reply All - “‘A podcast about the internet’ that is actually an unfailingly original exploration of modern life and how to survive it. ” – The Guardian
You Made it Weird - Comedian Pete Holmes talks (at length) with guests (usually comedians, but sometimes others) about everything (always covering comedy, sec, and religion)
The Allusionist - Helen Zaltzman uses language as an entré into some wonderfully informative content