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Episode 18: You Made It Weird
Matt Diffee & Alex Gregory

You Made It Weird #18: Matt Diffee & Alex Gregory

Pete sits down with two of his absolute favorite New Yorker cartoonists, Matt Diffee and Alex Gregory, to discuss hilariously and in depth-edly the intricate and complex world of cartooning. Comedy takes many forms, and this one is one of the weirdest. No sex or God talk here, rather an in-depth look at one of the strangest and most exclusive comedy-worlds Pete feels lucky to have ever infiltrated.

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Special thanks to Carvin for supplying us with the equipment we need to record this podcast! Check out for more information on recording equipment, guitars, amps and more!

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  1. laurabandypants says:

    Just listened to the episode for the first time today. LOVED IT.

    The Trudy cartoon is on my refrigerator — it has moved with me from Michigan to London to Chicago to Mississippi. It is faded & tattered but it is a favorite, and now I know the original caption! Delightful. Makes me feel like such an insider. Crazy the difference one word can make in a cartoon narrative, in any narrative.

    Thanks for an amazing episode.

  2. Mick says:

    That was seriously funny and enlightening, thanks. As one of the (Ahem) older guys, I enjoyed hearing that younger guys feel the same as I do about certain aspects of our work in this odd little corner of artistic endeavor. Plus, while I was listening I heard the word “skeleton” and I got a great idea for a cartoon. After it gets rejected, maybe I’ll tweet it or something. Ha(h).

  3. Josh says:

    Pete, you’re a published cartoonist too? Goodness, so much talent!

    Although, now that we, your fans, know you’re a cartoonist, we demand a better logo! Really? An awkward looking circle face? You can do better Holmes!

    I’d like to recommend a drawing of Marc Maron changing the e-trade baby’s diaper. — Oh great, now I’VE made it weird.

  4. Jake says:

    GREAT episode–I love the New Yorker cartoons and this podcast is up there with Inkstuds and the other geek-out comic/cartooning interview podcasts out there. It was nice to have a glimpse into the thoughtfulness of these cartoonists.
    I can totally relate to the way Pete appreciates drawing. It takes you to another place, like you’re opening a portal into a special world purely of your creation. Hmm, I think I’ll go crank one out (a cartoon, that is).

  5. JEN says:

    I love the Doctor and Hotel but LOVE Cashier! Phil Collins and conveyer belt are my personal favorites.

  6. Katie says:

    Loved it!

    Get Roz Chast!!!!

  7. Tim D says:

    Is Bruce Eric Kaplan going to be on a future episode?

    Also, good show, I loved hearing about the creation of comics.

  8. Kevin says:

    Hey I’m really into this podcast. I like how its filmed on the ground in the actual clubs. Great work Pete and all involved. Think about putting that acoustic guitar track in, behind Pete giving his show dates. I think it would make that part of the show a little more exciting as it transitions from stand up into the interview.

  9. Pete Holmes says:

    Thanks everyone! The doctor series mentioned can be seen here: (click on the ‘doctor’ series on the top bar).

  10. Vincent S says:

    OMG! This is probably the best YMIW. Your enthusiasm was infectious, the jokes were hilarious and it’s VERY different from the usual episodes. No offense on the last one, the uniqueness of this just makes it brilliant. Great job.

  11. bastien says:

    I LOVE all the inside baseball in this episode! As someone who antagonizes over the words I choose in a freaking text message, I really enjoyed the talk of minutia in captions and line work.

  12. Julia Hays says:

    Love hearing the discussion of favorite New Yorker cartoons! And, luckily, you’re all so descriptive, it was easy to comprehend through an audio medium. My favorite cartoon of Pete’s is a man speaking to a dog with a stick in its mouth, saying: “Don’t you get it? It was never about the stick—I sent you there to find yourself.” And, one of my favorites, is a Paul Noth cartoon of what appears to be a sad clown bending down to talk to a little girl, saying: “It doesn’t mean I’m a sad clown. It means I killed a man in prison.”

  13. Huge Alex Gregory fan. The NYer lunches WOULD be a lot more fun if you guys could make it more often. Entertaining episode…and insightful.

  14. Kass says:

    Someone get these men a link to xkcd, their own tumblr and a trustworthy online merchandising company, stat!

    High five, Pete! I learned some things- I love comics but I’ve never really thought about single panel cartoons on their own (except for inappropriate Family Circus captioning).

    Three episodes of “You Made It Weird” was pretty great, and appropriately weird.

  15. Mike says:

    Great episode. Bruce Eric Kaplan was mentioned at some point. He would be an amazing guest.

  16. Kash says:

    I love broadening to fields outside of standup itself. Great talk! It’s fun to find out the other stuff you as well. What was the “doctor web series” that you mention being one of your favorite things you have done?

  17. waterfloor says:

    This was a great episode – going to share this one with my cartoonist friends. A great look behind the scenes, and I really like how you crack each other up!

  18. KajusX says:

    Loved this episode. I draw, I’ve always enjoyed talking about the craft, and to have three guys with great senses of humor discussing it pretty much made my week!

  19. Sean says:

    I’m a big fan of the show and have listened to every episode and this was definitely my favorite. Please please please please have Bruce Eric Kaplan on at some point. He is amazing and listening to you two have a conversation would make me so happy.

  20. Tim says:

    Great episode. I didn’t know it was possible to laugh so hard at people describing cartoons but this episode made me do just that. It was great to hear how invested everyone is in what they produce. Great show!