WTF with Marc Maron is still the king of podcasts for me.
I was really into How Was Your Week until I got really sick of Julie Klausner.
The Fogelnest Files
The Dana Gould Hour--He takes forever to put them out, but they're worth the wait.
Sound Opinions
You Made It Weird is hit or miss, but can be one of the best when it's on a hot streak. The Zack Galifinakis and Harland Williams episodes are really funny.
I'm a huge fan of podcasts. It's like the old school Dick Cavett show or CHarlie Rose without his constant interruptions.
Also check out the podcasts at the American Theatre Wing.
"Impossible is just a big word thrown around by small men who find it easier to live in the world they've been given than to explore the power they have to change it. Impossible is not a fact. It's an opinion. Impossible is not a declaration. It's a dare. Impossible is potential. Impossible is temporary. Impossible is nothing.”
~ Muhammad Ali
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