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You Made It Weird with Pete Holmes

Hands down the best podcast ever, bar none.

5
I have listened to every episode in its entirety and in chronological order (which is recommend because Pete's outlook on life and conveniently, his podcast, evolves in an interesting way) Pete Holmes is a fantastic comedian, but this podcast is somehow even better than his stand up. Each week a famous person, usually a comedian, sometimes a musician or a scientist etc, come on and talk about Comedy (or their profession if it's not comedy), Love and Sex and Religion. It's funny, captivating, philosophical and you will become a better, more thoughtful, introspective person from listening to it. If they ever do a live podcast taping near you, go!
by from Canada on iTunes
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