I recommend... every episode. I honestly have no idea how to describe this podcast. Another one of their listeners described it as two guys talking about what they talked about on the previous episode, which is actually quite accurate. I don't know how to describe WHY I like it so much either... but it's my current #1 favorite podcast.
The Flop House #190: Ouija
I know I'm late to the party on this podcast, but it's hilarious and just pure fun. Three friends watch a terrible movie and talk about it. This episode is about the movie Ouija but honestly all their episodes are great.
The Tim Ferriss Show: What Evernote's Phil Libin Learned from Jeff Bezos, Reid Hoffman, and Others
I'm a huge fan and user of Evernote. Great talk between Tim and Phil about productivity, interesting advice from Jeff Bezos, lessons from Reid Hoffman, and much more. One of my recent favorite episodes from Tim Ferriss.
Planet Money #416: Why the Price of Coke Didn't Change for 70 Years
Super interesting story of why Coke was $5 from 1886 to 1950s. TLDR moral of the story - do not sign contracts carelessly, and if you do, be really really creative in the workaround.
Planet Money #657: The Tale of the Onion King
Onion farmer pwns the commodities markets. Literally. And he made bank while doing so. This is one of those stories where you can't believe it actually happened cuz it's so crazy.
Reply All #39: Reply All Exploder
In this episode, another podcast Song Exploder does a takeover and breaks down how the theme song for Reply All came together. I'm not really a musical person, so this one was really interesting to hear about how musicians think when putting together a song.