3606: This is My Most Expensive Habit by Ryan Holiday on Anxiety
Optimal Living DailyMay 22, 2025
3606
00:10:00

3606: This is My Most Expensive Habit by Ryan Holiday on Anxiety

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Episode 3606:

Ryan Holiday explores how anxiety, often invisible and normalized, drains our lives more than any luxury ever could. With wisdom from Stoic philosophers, he reframes anxiety as a habit we can unlearn, freeing ourselves to reclaim peace, presence, and perspective.

Read along with the original article(s) here: https://ryanholiday.net/this-is-my-most-expensive-habit/

Quotes to ponder:

"Anxiety turns the hypothetical into the actual. It drags us into a future that doesn’t yet exist and forces us to live out every worst-case scenario in vivid detail."

"Today, I escaped from anxiety. Or no, I discarded it, because it was within me, in my own perceptions, not outside."

"It’s not events that upset us but our opinions about them."

Episode references:

The Daily Stoic Podcast: https://dailystoic.com/podcast/

Epictetus' Discourses and Enchiridion: https://www.amazon.com/Discourses-Epictetus-Handbook-Oxford-Classics/dp/0199595186

Seneca’s Letters from a Stoic: https://www.amazon.com/Letters-Stoic-Penguin-Classics/dp/0140442103

Meditations by Marcus Aurelius: https://www.amazon.com/Meditations-Penguin-Classics-Marcus-Aurelius/dp/0140449337

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[00:00:00] [SPEAKER_01] This is Optimal Living Daily.

[00:00:27] [SPEAKER_00] This is My Most Expensive Habit by Ryan Holiday of RyanHoliday.net and I'm Justin Malik. Welcome back to OLD where I read the best articles from the web every day to give us a daily dose of inspiration, motivation, even education and happiness. Today featuring the popular writer and podcaster Ryan Holiday, author of many, many best-selling books,

[00:00:54] [SPEAKER_00] one of which Diana over on Optimal Finance Daily frequently mentions as one of her favorites, that's The Obstacle Is The Way. And as I said, a popular podcaster, you could check out the Daily Stoic Podcast wherever you're listening to this. But for now let's jump right into Ryan's post as we optimize your life. This is My Most Expensive Habit by Ryan Holiday of RyanHoliday.net.

[00:01:23] [SPEAKER_00] I manage my finances pretty well. I don't gamble. I don't spend recklessly. I don't indulge in luxuries I can't afford. But I do have an expensive habit. And you probably have it too. Anxiety. It's cost me so much. A lot of misery. A lot of frustration. Countless hours of sleep. It's caused me to miss out on a lot of things that are important to me. It's not flashy. It's not thrilling.

[00:01:51] [SPEAKER_00] It doesn't even provide the fleeting pleasures that other vices might. And yet anxiety is a vice. A habit. A relentless one that eats away at your time, your relationships, and your moments of joy. How many family dinners have I ruined by letting my mind wander to what could go wrong? How many minutes of vacations have I missed out on because I was preoccupied? Lost in spirals about things that hadn't happened?

[00:02:19] [SPEAKER_00] How many opportunities have I passed up because I was too caught up in my own fears? How much sleep did I waste? Lying awake at night, worrying about what might or might not happen. And it doesn't just steal moments. It adds costs. You leave hours earlier for the airport than you need to, only to sit at the gate. You ruminate on the past or the future at the expense of the project you could be working on.

[00:02:45] [SPEAKER_00] You spend weeks dreading news that you know you could have actually been preparing for, instead of just thinking about. What does anxiety really give us in return? Nothing but exhaustion and the tiniest sliver of relief when the thing you feared doesn't happen. Even that relief is fleeting because another worry is always waiting to take its place. Seneca tells us we suffer more in imagination than in reality.

[00:03:12] [SPEAKER_00] Anxiety turns the hypothetical into the actual. It drags us into a future that doesn't yet exist and forces us to live out every worst case scenario in vivid detail. The cost isn't just mental, it's physical, it's emotional, it's relational. Take a moment to think about what anxiety has stolen from you. The car ride that could have been fun, but you spent stressed because you thought you'd be late.

[00:03:41] [SPEAKER_00] The arguments it got you into. The relationships it strained. The way it hijacks your thoughts like a runaway train speeding further and further away from the present moment. And for what? How often does the thing you were worried about actually happen? Sure, occasionally there are issues that come up. Occasionally you miss the connection or the package arrives late, but far more often the imagined disaster dissolves into nothing.

[00:04:09] [SPEAKER_00] Meanwhile, the moments anxiety robbed you of are gone forever. The Stoics understood this all too well. Anxiety feeds on itself. It's like the Ouroboros, a snake devouring its own tail. Worry leads to more worry until the cycle becomes self-sustaining. Marcus Aurelius in Meditations put it succinctly, quote, Today, I escaped from anxiety.

[00:04:36] [SPEAKER_00] Or no, I discarded it because it was within me, in my own perceptions, not outside, end quote. Work, your kids, politics, flying. These things aren't the source of your anxiety, you are. They're just places. Just people. Just things happening in the world. We're the ones getting upset about them. Certainly the airport isn't thinking about us. The good news?

[00:05:04] [SPEAKER_00] If we're the problem, then we can also be the solution. I carry a small reminder with me, a medallion engraved with Epictetus' phrase, What is up to us, what is not up to us. On the back is a quote from Seneca, He who suffers before it is necessary, suffers more than is necessary. These phrases are anchors. They remind me that anxiety doesn't change the outcome.

[00:05:30] [SPEAKER_00] It only punishes me before anything has even happened. But even with reminders, breaking free from anxiety is not easy. It traps you in a tunnel where emotions blur your thinking, and every exit seems further away than it really is. You start to feel like a prisoner of your own mind, held hostage by thoughts you can't control. Yet there are tools to escape. The Stoics offered timeless strategies.

[00:05:58] [SPEAKER_00] Stay in the present moment, detach from the illusion of control, and gain perspective. Epictetus reminds us, It's not events that upset us, but our opinions about them. Anxiety thrives on those opinions. Letting go of them can be transformative. Anxiety is expensive, not just in terms of the mental toil, but in the way it costs us our lives.

[00:06:24] [SPEAKER_00] Every minute spent consumed by worry is a minute lost. Maybe we can't get rid of it entirely, but like our finances, we can be more efficient. We can budget. We can eliminate unnecessary expenses and get rid of obvious waste. Anxiety may never disappear entirely. But with practice, you can begin to discard it as Marcus did. You can remind yourself that it's within you, not outside.

[00:06:53] [SPEAKER_00] And slowly, you can reclaim the moments it's stolen. It's not easy, but I'm working on it. Every day, I try to get a little better. And I hope you will too. You just listened to the post titled, This is My Most Expensive Habit by Ryan Holiday of RyanHolliday.net. And I'll be right back with my commentary. The origins of this podcast were once just a dream.

[00:07:22] [SPEAKER_00] That dream turned into the podcast and business you're listening to today. Starting your own business is a dream lots of us share, but too many of us let it remain just a dream. Don't hold yourself back thinking, what if I don't have the skills? What if I can't do it alone? Turn those what ifs into why nots with Shopify by your side. Shopify powers millions of businesses worldwide and handles 10% of all e-commerce in the U.S. from household names like Mattel to brands just getting started.

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[00:08:20] [SPEAKER_00] Shopify.com slash old. Think of it, Ryan. Again, he has a podcast definitely worth checking out. It's called The Daily Stoic. Pretty much what you heard today, and a lot of what we talk about here, especially with Minimalist Mondays, is what he talks about over on that show. And he's had some amazing guests too, from Academy Award-winning actor Matthew McConaughey to former NASCAR champion Danica Patrick.

[00:08:46] [SPEAKER_00] You can find The Daily Stoic podcast wherever you're listening to this, or come by ryanholiday.net for a lot more. I really enjoy his writing because it feels memorable, yet actionable. I'm sure we could both relate to this one in some way. He talked about non-monetary costs, especially time. But the money can be significant too, really. Anxiety can cause us to try to pull our money out of the stock market when things inevitably turn.

[00:09:14] [SPEAKER_00] But then within a month, maybe a year or five years, it's back to where it was and we lost all those gains. Anxiety can cause us to seek professional help. Medical doctors, psychologists, and psychiatrists because of health anxieties. The list goes on. But like he said, we can become more efficient. We can practice. Daily reminders help. And there were some great quotes in there, so I'll leave you with my favorite from this article, from Epictetus.

[00:09:44] [SPEAKER_00] It's not events that upset us, but our opinions about them. So thank you to Ryan for this one, and Epictetus. And thank you for being here every day. I couldn't do it without you. And I'll see you tomorrow with another article, and where your optimal life awaits. And the first thing is, it's a good point. It's a good point.

[00:10:00] I don't know. Thank you.