In episode 28, Jack & Miles are joined by comedian Caitlin Gill to discuss Donald Trump Jr's DM's with Wiki Leaks, Bob Goodlatte & Jeff Sessions, the baby boomer generation, Amazon's plot to make a LOTR TV show, Meek Mill's legal troubles, & more.

 Learn more about your ad-choices at https://www.iheartpodcastnetwork.com

In episode 28, Jack &amp; Miles are joined by comedian Caitlin Gill to discuss Donald Trump Jr's DM's with Wiki Leaks, Bob Goodlatte &amp; Jeff Sessions, the baby boomer generation, Amazon's plot to make a LOTR TV show, Meek Mill's legal troubles, &amp; more. Learn more about your ad-choices at <a href="https://www.iheartpodcastnetwork.com">https://www.iheartpodcastnetwork.com</a>

There’s more news and less comprehension today than any historical period that didn’t involve literal witch trials, and trying to stay on top of it all can feel like playing a game of telephone with 30 people, except everyone’s speaking at the same time and like a third of them are openly racist for some reason. From Cracked co-founder Jack O’Brien, THE DAILY ZEITGEIST is stepping into that fray with some of the funniest and smartest comedic and journalistic minds around. Jack and co-host Miles Gray spend up to an hour every weekday sorting through the events and stories driving the headlines, to help you find the signal in the noise, with a few laughs thrown in for free.

The Daily Zeitgeist

In episode 28, Jack & Miles are joined by comedian Caitlin Gill to discuss Donald Trump Jr's DM's with Wiki Leaks, Bob Goodlatte & Jeff Sessions, the baby boomer generation, Amazon's plot to make a LOTR TV show, Meek Mill's legal troubles, & more.

Baby Boomers Are All Sociopaths, Who Asked for More LotR? 11.14.17

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/a7c9dc83-95c3-4a23-8537-ae2b010d788f/transcript

In this edition of The Iconograph, Jack and Miles are joined by comedian Mano Agapion to talk about the fashion icon who, paradoxically, has not altered her look in decades:

Anna Wintour!

They'll explore her nepo-baby beginnings, mono-maniacal focus on becoming the editor of Vogue, and that truly iconic haircut!

In this edition of The Iconograph, Jack and Miles are joined by comedian Mano Agapion to talk about the fashion icon who, paradoxically, has not altered her look in decades: Anna Wintour!
They'll explore her nepo-baby beginnings, mono-maniacal focus on becoming the editor of Vogue, and that truly iconic haircut!

Icon #22 - Anna Wintour: The Ice Queen of Fashion

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/1489b944-a332-46d1-b886-b447004a5643/transcript

The weekly round-up of the best moments from season 437 (5/4/26-5/8/26)

The weekly round-up of the best moments from season 437 (5/4/26-5/8/26)

Weekly Zeitgeist 430 (Best of 5/4/26-5/8/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/c6a7fb0a-1073-4df4-8154-b446006df6c0/transcript

In episode 2055, Jack and Miles are joined by comedian and host of Everybody Knows But Me, Holly Brown, to discuss… Atlantic Claps Back At Kash Patel With ANOTHER Sad Story..., Better Not Call Kim, New Cursed Travolta Movie Is Coming To Cannes and more!
Kash Patel’s Personalized Bourbon Stash
Sounds Like Kim Kardashian Is Putting Her Law Career on Ice
Kim Kardashian Says ChatGPT Made Her Fail Law Exams: “They’re Always Wrong"
‘Propeller One-Way Night Coach’ Trailer: John Travolta Directs a Feel-Good Family Film About a Cross Country Flight to Hollywood
Propeller One-Way Night Coach — Official Trailer
Films Produced by JTP Films

LISTEN: 42 PARANOID by Judgement G

In episode 2055, Jack and Miles are joined by comedian and host of <a href="https://www.youtube.com/@EverybodyKnowsPodcast">Everybody Knows But Me</a>,&nbsp;<a href="https://www.instagram.com/hollybrowncomedy/?hl=en">Holly Brown</a>, to discuss&hellip; Atlantic Claps Back At Kash Patel With ANOTHER Sad Story..., Better Not Call Kim, New Cursed Travolta Movie Is Coming To Cannes and more!
<ol>
<li><a href="https://www.theatlantic.com/politics/2026/05/kash-patel-fbi-bourbon/687066/">Kash Patel&rsquo;s Personalized Bourbon Stash</a></li>
<li><a href="https://www.thecut.com/article/sounds-like-kim-kardashian-is-putting-her-law-career-on-ice.html">Sounds Like Kim Kardashian Is Putting Her Law Career on Ice</a></li>
<li><a href="https://www.hollywoodreporter.com/news/general-news/kim-kardashian-chatgpt-made-her-fail-law-exams-1236418403/">Kim Kardashian Says ChatGPT Made Her Fail Law Exams: &ldquo;They&rsquo;re Always Wrong"</a></li>
<li><a href="https://variety.com/2026/film/news/propeller-one-way-night-coach-trailer-john-travolta-1236739019/">&lsquo;Propeller One-Way Night Coach&rsquo; Trailer: John Travolta Directs a Feel-Good Family Film About a Cross Country Flight to Hollywood</a></li>
<li><a href="https://www.youtube.com/watch?v=Nd9fv9rPCMg">Propeller One-Way Night Coach &mdash; Official Trailer</a></li>
<li><a href="https://letterboxd.com/studio/jtp-films/">Films Produced by JTP Films</a></li>
</ol>
LISTEN: <a href="https://open.spotify.com/track/7CPdv7GJAbGzMUM1McI8SE">42 PARANOID by Judgement G</a>

 Whisky D***khead, Travolta’s Hot Mom 05.08.26

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/32dc5510-ff62-41c8-ab82-b4430147dda5/transcript

Baby Boomers Are All Sociopaths, Who Asked for More LotR? 11.14.17

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