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The Daily Stoic

Empathy Is Not Weakness | Will Guidara

The Daily Stoic

Daily Stoic | Backyard Ventures

Stoic, Stoicism, Business, Philosophy, Society & Culture, Education, 694393, Daily Stoic, Ryan Holiday, Self-improvement, Stoic Philosophy

4.55.3K Ratings

🗓️ 20 May 2026

⏱️ 68 minutes

🧾️ Download transcript

Summary

Empathy is not the opposite of Stoic strength. It’s part of what keeps that strength from becoming coldness. In today’s episode, Ryan talks with Will Guidara, author of Unreasonable Hospitality, about why empathy is one of the most powerful skills a leader can build. They discuss why hospitality is really about making people feel seen, the Stoic idea of slowing down to speed up, the importance of not wasting adversity, and why we should never let someone else’s bad behavior pull us away from the person we want to be.


Will Guidara is a restaurateur, speaker, and the author of Unreasonable Hospitality: The Remarkable Power of Giving People More Than They Expect and the new Unreasonable Hospitality: The Field Guide. He is the former co-owner of Eleven Madison Park, which earned three Michelin stars and was named the number one restaurant in the world.

Will’s work on hospitality has been featured in his TED Talk, The Secret Ingredients of Great Hospitality, and his book Unreasonable Hospitality was featured in the hit series The Bear.


📚 Pick up signed copies of Unreasonable Hospitality and the NEW Unreasonable Hospitality: The Field Guide at The Painted Porch: https://www.thepaintedporch.com/


👉 You can follow Will on Instagram @wguidara


Ryan Holiday is coming to a city near youGrab tickets here |  https://www.dailystoiclive.com/


🇺🇸 USA dates:

Portland, Oregon - June 8 

San Francisco, California - June 11

Minneapolis, Minnesota - August 18 

Chicago, Illinois - August 19 

Detroit, Michigan - August 20 


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🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos


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Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to the Daily Stoic Podcast, designed to help bring those four key stoic virtues, courage, discipline, justice, and wisdom into the real world.

0:14.6

Hey, it's Ryan. Welcome to another episode of the Daily Stoic Podcast. It's funny. Just a couple years ago, there was this whole sort of resurgence and sort of

0:24.0

discussion about empathy, the power of empathy and vulnerability and connection.

0:28.3

I think Bray Brown is obviously a big proponent of this, out-popularized it.

0:32.5

And then naturally, there's going to be a backlash.

0:34.5

There's always, always the swinging of the pendulum.

0:38.2

But I think we're definitely going too far in the other direction these days, this backlash.

0:42.7

Actually, when I was on The Daily Show, I was asked about this very idea. This is what I said.

0:47.7

I think so many men in particular are drawn to Daily Stoic. As a man myself who really enjoys your books and your YouTube and your

0:56.6

Instagram, I see men in leadership positions now and I don't connect. I see our current administration.

1:04.4

I see a lot of the podcasters. And I think it's hard for me to connect with them. I don't feel

1:09.4

like those are the men I want to be. It doesn't seem like a healthy balance.

1:12.5

Elon Musk, this brilliant, brilliant man,

1:15.4

and now it seems like he's a cautionary tale to men.

1:19.3

How do you feel that so many men are, you know,

1:22.1

you are their stoic?

1:23.2

Or how would the stoics advise you to be in this position?

1:26.8

Yeah, I feel like I'm one of the few male influencer types that did not become

1:32.8

radicalized or red-pilled.

1:34.4

So, like, Stoicism is not supposed to make you a better sociopath or a bigger asshole.

1:41.2

That's not what this is.

1:47.7

That's not what this is. That's the ethical component. Yeah. Right. I think Elon Musk was on Joe Rogan and he said,

...

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