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The James Altucher Show

“If You’re Still Trying to Be Rational Now, You’re Crazy:” Comedian Tim Dillon on Being Informed vs. Being Ignorant

The James Altucher Show

James Altucher

Business, Education

4.62.7K Ratings

🗓️ 18 December 2025

⏱️ 109 minutes

🧾️ Download transcript

Summary

A Note from James:

Tim Dillon is crazy—in the best way. Not “institution” crazy. Crazy smart. Years ago he told me things about Epstein, hustle culture, and how the world really works that felt outlandish then and obvious now. He’s quirky, honest, and usually right about what to pay attention to. Also, he’s flat-out funny. Let’s bring Tim back and see how much of that old conversation still hits today.


Episode Description:

This redux revisits James’s conversation with comedian Tim Dillon on narratives, media incentives, and why “it’s all a game.” Tim argues that most public debates are programmed like a TV network—stars, storylines, and predictable reactions—while the real action is off-camera. They examine why certain stories (Epstein, “suppressed” segments, political theater) catch fire and others vanish, the line between authenticity and performance in comedy, and how creators can actually build careers without gatekeepers. It’s a practical episode about staying sane—less who’s right, more how to think.


What You’ll Learn:

  • A “game” heuristic for news and politics: spot the incentives (access, ads, algorithms) before you react to the headline.
  • An authenticity filter for creators: why work rooted in your own experience connects—and how to test if a bit or idea is “real enough” to spread.
  • A simple media-diet protocol: cross-reference sources and avoid getting “programmed” into outrage cycles.
  • Platform strategy 101 for comics and solo creators: post consistently, control distribution, and stop waiting for gatekeepers to bless you.
  • Career anti-fragility for uncertain times: ignore hustle theater; build repeatable systems that survive algorithm and industry swings.


Timestamped Chapters:

  • [00:02] A Note from James — Why Tim’s “crazy smart” observations aged well.
  • [03:09] Ignorance vs. Happiness — “If you learn how the world works, you won’t be happier—unless you make it fun.”
  • [06:21] News Is a Bridge to the Next Ad Break — Access, scoops, and why some stories never see daylight.
  • [08:25] History You Don’t Hear About — Smedley Butler, coups, and how missing chapters change the plot.
  • [10:28] The Epstein Loop — From wall-to-wall coverage to silence—and what “access journalism” rewards.
  • [15:38] How to Be Informed Without Going Insane — Cross-checking and opting out.
  • [24:03] Rage, Class, and the Party at the Top — Why “difference” wins in politics and comedy.
  • [38:04] UBI, Automation, and Fear Narratives — What’s real risk vs. campaign theater.
  • [01:24:14] Owning Your Distribution — Algorithms, streaming “cartels,” and why your social feed is your venue.
  • [01:30:08] From Garage to Millions of Views — The Megan McCain sketch and shipping scrappy work.
  • [01:49:57] Authenticity Over Everything — Why “true to you” outlasts polished but hollow.


Additional Resources:


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Transcript

Click on a timestamp to play from that location

0:00.0

This isn't your average business podcast, and he's not your average host.

0:06.8

This is the James Altager Show.

0:19.0

Tim Dillon is crazy.

0:21.8

And if you know who he is, you know what I'm talking about.

0:24.6

But when I say crazy, I'm not talking about mental institution insane.

0:28.9

Although maybe that was where he ends up, who knows?

0:32.3

He is crazy smart.

0:34.6

And he is so insightful that things he told me several years ago about Epstein, hustle culture,

0:43.3

basically how the world works.

0:45.3

He's a very quirky and interesting and I think correct view on how the world works and the types of things we should be paying attention to in life.

0:53.3

And so I was listening to this conversation from,

0:57.7

it was like seven years ago with Tim,

0:59.6

and he was so dead on,

1:02.0

and it's as if he could say this right now.

1:04.1

And by the way, he's super funny.

1:06.5

Let's give it up for Tim Dillon once again.

1:17.0

Thank you. Let's give it up for Tim Dillon once again. I want to start with conspiracies.

1:18.9

Yeah.

1:19.1

I love this topic.

1:20.3

Let's start.

1:21.3

So, and I have a bunch of ways to get into it.

1:24.4

By the way, conspiracy number one, not really conspiracy, but Wednesday is January 22nd is my birthday as well. So not that means anything. Wild. Not that means anything. Interesting. It's like what is my. It's certainly my. Well, we were just talking about Kurt Vonnegut. What does he call that in Cass Cradle where people have this false way of identifying themselves with each other. I think everybody from Indiana was part of a...

...

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