The Bugle regularly makes me laugh out loud on my commute, although I'm not sure quite how well it translates for non-Brits. Co-host Andy Zaltzman is the brother of Helen Zaltzman who also co-hosts an excellent comedy podcast, Answer Me This.
A fellow bugler?! Well met, good sir. I like its Britishness and frequent references to cricket and other such obscure and quaint social rituals. In truth - though I am a non-Brit, I am an inhabitant of the Emerald Isle persuasion and require very little in the way of machine translation.
I am listening to Answer Me This! as I type my reply to you and I thank you for the pointer.
• - Partially Examined Life: http://www.partiallyexaminedlife.com/
• - Philosophy Bites: http://www.philosophybites.com/
• Comedy
• - Bill Burr Monday Morning Podcast: http://www.billburr.com/podcast
• - The Bugle Podcast: http://thebuglepodcast.com/
All you need is philosophy and comedy, anything else is superfluous.