Ryan Holiday

speaker

1,843 appearances 1 recordings 1 series first heard Jul 2026 last heard 13 Jul

Ryan Holiday’s voice in public audio — every appearance, attributed to the second.

Trend

recordings per month · last 12 months

Recordings per month over the last 12 months — 1 in all, peaking in Jul 2026 with 1.

newest first · ▶ plays the moment

The Shawn Ryan Show · #321 Ryan Holiday - The Stoic Survival Guide · 13 Jul 2026 podcast

And the only reason I think, like 2000 years later, it becomes a little clearer, right?

But in the moment they're vexing emotional and moral choices.

And when you're asking someone to choose, hey, you're gonna lose your job over this.

You're gonna be attacked.

Maybe your family will be threatened.

There's a lot to ask of people, I get that.

But chances are, when you look back,

you're gonna wish you did more.

You're gonna wish you said more.

You're gonna wish you, you're not gonna be like, I'm so glad I waited.

And because here's the thing about waiting is that you can always tell yourself that this isn't the right time.

That like, again, no, no, no, no, I need to be, I need to stay in the room till the real crisis happens.

And then, and what you've actually done is over and over and over again,

built the habit of not doing the thing, right?

And the idea that suddenly when you're at the second to the top level, that's when you're gonna gamble it all and do the hard thing.

You have to build it as a habit.

Aristotle said that it was wrong to think of virtue as this thing that you have or don't have.

Like that people are born courageous or born

generous or simply are, you know, smart or, you know, any of the things that we hold up as good."

He's like, no, no, no.

Showing 881–900 of 1,843 · page 45 of 93