BONUS | Are You Measuring Wealth Wrong? (with Sahil Bloom)

Some people have everything they thought they wanted and still feel like they’re losing. In this bonus episode, hear an excerpt from Ryan’s conversation with Sahil Bloom https://podcasts.apple.com/us/podcast/what-the-stoics-thought-made-you-rich-sahil-bloom/id1430315931?i=1000704791820&l=zh-Hant-TW, author of The 5 Types of Wealth https://www.amazon.com/Types-Wealth-Transformative-Guide-Design/dp/059372318X. Together, they talk about the strange way success can distort your sense of what is enough, why the easiest things to measure often matter the least, and how quickly the life you once dreamed about can start to feel like it still isn’t enough. Check out the full episode with Sahil Bloom https://open.spotify.com/episode/2DQlZcAMXbJzpkVznC1PXR | Apple Podcasts https://podcasts.apple.com/us/podcast/what-the-stoics-thought-made-you-rich-sahil-bloom/id1430315931?i=1000704791820&l=zh-Hant-TW, Spotify https://open.spotify.com/episode/2DQlZcAMXbJzpkVznC1PXR, YouTube https://www.youtube.com/watch?v=BKCA2ymdQtc Sahil Bloom is the owner of SRB Holdings, the managing partner of SRB Ventures, and author of The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life https://www.amazon.com/Types-Wealth-Transformative-Guide-Design/dp/059372318X. Follow Sahil on Instagram and X @SahilBloom https://www.instagram.com/sahilbloom/?hl=en 💡The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free https://store.dailystoic.com/products/the-wealthy-stoic-a-daily-stoic-guide-to-being-rich-free-and-happy explores how stoic ideas can be applied to personal finance, wealth-building, financial mindset, and how it can help you overcome common financial obstacles and challenges Get The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free https://store.dailystoic.com/products/the-wealthy-stoic-a-daily-stoic-guide-to-being-rich-free-and-happy & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life https://dailystoic.com/life/ 📚 Pick up a copy of https://www.thepaintedporch.com/products/the-5-types-of-wealth-a-transformative-guide-to-design-your-dream-life?_pos=1&_sid=bf437af58&_ss=rThe 5 Types of Wealth: A Transformative Guide to Design Your Dream Life by Sahil Bloom https://www.amazon.com/Types-Wealth-Transformative-Guide-Design/dp/059372318X 🎟️DAILY STOIC LIVE https://www.dailystoiclive.com/| Ryan Holiday is coming to a city near you https://www.dailystoiclive.com/! Grab tickets here https://www.dailystoiclive.com/ | https://www.dailystoiclive.com/ 🎙️AD-FREE https://dailystoic.supercast.com/| Support the podcast and go deeper into Stoicism by subscribing toThe Daily Stoic Premium https://dailystoic.supercast.com/ - unlock ad-free listening, early access, and bonus content:https://dailystoic.supercast.com/ 🎥 VIDEO EPISODES https://www.youtube.com/@DailyStoic/videos| Watch the video episodes onThe Daily Stoic YouTube channel https://www.youtube.com/@DailyStoic/videos:https://www.youtube.com/@DailyStoic/videos ✉️ FREE STOIC WISDOM https://dailystoic.com/dailyemail | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email athttps://dailystoic.com/dailyemail See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.

• 0:00Ryan Holiday?

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

• 0:14Ryan Holiday?

  Obviously, there are multiple definitions of what it means to be rich. Seneca talks about how poverty isn't just having too little. It's also the desire, the need, the quenchless thirst for more. They're very poor rich people. And the Stoics, when they talk about wealth, they have obviously a more expansive definition than just how much is in your bank account? How much land do you have? How powerful or important you are? Sahil Bloom wrote this book called The Five Types of Wealth. And what he says in the book is that we have different forms of wealth. And so in today's episode, Sahil and I talk about our definitions of wealth, about success, what we can learn from the Stoics about these very things and much more.

• 0:59Ryan Holiday?

  You can follow him on Instagram and on Twitter at Sahil Bloom. I was very excited to have Sahil on the podcast. I've read his writing for a long time. If you want to check out the Daily Stoic Wealth Challenge, I will link to that in today's show notes, or you can join Daily Stoic Life where you get it and our other challenges for free.

• 1:20Ryan Holiday?

  So I think when people think wealthy, their first thought is money. But it strikes me that that's almost the least important, or certainly the least meaningful form of wealth. Because I would say I've met some very poor rich people.

• 1:35Speaker 01

  I think we all have. We don't have to look far to find examples of the Pyrrhic victory, if you will, the idea of the victory that comes at such a steep cost. It might as well have been a defeat. The battle won, but the war lost. We all know or have heard stories of that billionaire or centimillionaire who has made hundreds of millions of dollars, but they have four ex-wives and three kids that don't talk to them. And we live in a society where we pat that person on the back. And we write books about that person oftentimes. And we ignore the fact that they have suffered these defeats in these other areas of life. And the challenge that I have seen is that culturally, we tell every young person, we indoctrinate them into this idea

• 2:20Speaker 01

  that that is what a wealthy life looks like, that you go and make a lot of money. And we ignore the fact that there are these clear deficiencies in these other areas. And my call to action around all of this is to ask yourself, if that is what winning the game looks like in the traditional definition, is that actually a game that you care to win?

• 2:38Ryan Holiday?

  Yeah, because I think obviously money is a means to an end. And if you could get the end without money, that's probably a good way to do it. And if you get the money, but it doesn't actually allow you or facilitate the end that you have envisioned as what you want your life to be, again, you went about it the wrong way.

• 3:00Speaker 01

  Yeah, the way that I've always thought about this is, it's sort of like a Maslow's hierarchy of needs question, where yes, money buys happiness in the early days. It very directly allows you to take care of basic needs, food, shelter, take care of the people around you, even the early days of affording basic pleasures, vacations, those basic things. They clearly do buy happiness. And the science actually proves that out. The early part, there is a very clear, direct correlation. The challenge is what happens after that. And for most people, we get patterned into this understanding of that linear relationship where an incremental unit of money equals an incremental unit of happiness.

• 3:42Speaker 01

  And then we're convinced that that is going to exist in perpetuity. And it doesn't. And you learn that at some point, either the hard way or you learn it by understanding it internally so that you avoid the hard way.

• 3:54Ryan Holiday?

  Yeah, yeah. It's like having a great life without any money is probably not possible. But just because you have a lot of money doesn't mean you're going to have a great life.

• 4:05Speaker 01

  That's a good way of articulating it. Money isn't nothing. It simply can't be the only thing.

• 4:09Ryan Holiday?

  Well, it's definitely not everything. And if it's the only thing, I would venture to guess it's a shitty life. Do you know what I mean? Like, one of the things I've been struck by on some of the really wealthy people I meet, it's not just that they're poor in the sense that they're missing out on happiness or family or something, some kind of meaning, or they're just not a good person, that form of poverty. But even though they have a lot, they don't feel rich because what they want is more. Seneca talked about how poverty is obviously having too little, but it's also just wanting more. So you can, by this definition, you can be an incredibly impoverished billionaire or millionaire. You can come from incredible wealth.

• 4:53Ryan Holiday?

  But if it doesn't feel like enough to you, or what you need is more and more and more because you're trying to have more than someone else, or you're trying to have the most, you're always going to feel deficient.

• 5:06Speaker 01

  That idea of enough, that word enough, is so central to this entire concept, right? It's that, the famous story of Kurt Vonnegut and Joseph Heller going to the house of that billionaire in the Hamptons. And Vonnegut says, how does it feel that this guy just yesterday made more money than your most famous book, Catch 22, made in its entire lifetime? And Heller says, I've got something that he'll never have. Vonnegut says, what's that? The knowledge that I've got enough. And that is so important, especially in this day and age. Because when they said that, it was a long time ago. That was pre-social media. Now, you have more awareness of other people's lives and highlight reels than ever before. And that makes the embrace of your present enough

• 5:50Speaker 01

  or your definition of enough that much harder to actually internalize.

• 5:54Ryan Holiday?

  Well, I also imagine, so let's say that story is in the 50s or 60s, right? I imagine if you looked at what income inequality looked like then, or you looked at like, let's say that guy's probably some CEO of some big company. You know, back then, a CEO probably made 20 times more than the average employee. And today, the CEO might make 200 times more than the other employee. So it's not just like, there's something timeless about like, hey, you got to have enough. But there's also something that I think modern technology and globalism, all these things have unlocked, which is the potential to be unimaginably wealthy. Like what is enough or what is a lot even, right? Like, maybe it's impossible for humans to ever fully have enough, from like a biological standpoint, having enough.

• 6:37Ryan Holiday?

  But can you just get to a place where you comprehend that you have a lot? That's a huge victory. And that is, that is the, that is the understanding that you are wealthy. Like, hey, I have a lot. I have, I have so much that other people are jealous of what I have. And then again, we can expand this definition to not just be my. Like, how many people wake up every day and are sad or depressed that they're, they're not married, or they don't have children, or they don't have a house? Like, we have things that people would be profoundly jealous of. And yet, people wake up every day and think they don't have a lot.

• 7:13Speaker 01

  It's funny, even in hearing you articulate that, so much of the way that we articulate these things is impressing other people. It's like, oh, I want other people to be jealous or envious of the thing that I have. And I often think about that in the context of like mental time travel in your own life. How many things that you have today are things that your younger self would have dreamed of?

• 7:33Ryan Holiday?

  Or more than, like, I sometimes go like, the goal is to write one book. So I did that and I did a bunch more. But I don't, there's something about the diminishing returns, but also just about the way that we sort of do this accounting in our head. It doesn't feel like you are way past the mark that you aimed for. And so it's all, you know, like, it's all more than you would have dreamed of originally, but you don't, you're not waking up and actually feeling every day, hey, I'm playing with house money. Because what the mind does is immediately go to, well, other people have more. Oh, it's possible to do more. And then you're.

• 8:09Speaker 01

  And you have changed. You are more proficient, you are more skilled, you are better. And so you naturally say, like, the thing that your previous self wanted is now undershooting what my capability is because I have grown. I do think that, look, I've experienced this very recently in a pretty visceral way in my own life, that like, I was in my office a few weeks ago, just before the launch of this book. And I was working on something very focused, locked in on something for the launch. And my son, who's two and a half years old, came barging into my office and started doing two and a half year old things. He was like jumping up on the desk, throwing things around, making a mess. And I started having this very negative train of thought of like, why is he doing this? This is so annoying. Doesn't he know I'm trying to focus? Shouldn't he be out of here? All these things.

• 8:54Ryan Holiday?

  It's going to prevent me from doing what I'm doing.

• 8:56Speaker 01

  Yeah, the negative, you know, the spiral. And in that moment, I caught myself, because there was a little picture on my desk of the two of us. And I took myself back in my own mind to four years ago, when my wife and I were in the middle of a two-year struggle with infertility. I had prayed every single night for two years that we would one day have a healthy child. And there I was in that moment complaining about the exact thing that I had prayed for. And it was a reminder to me of that fact, that sometimes in life, the things that you pray for become the things that you complain about if you let them. If you aren't able to catch yourself in those moments and say, I am literally living out the prayers of my younger self. Catch yourself and pull yourself back into that moment.

• 9:41Speaker 01

  You are actually living out what your younger self prayed for. But we can create that awareness and take action against it. We're not incapable of doing that. It may be that our natural human disposition is to continue to experience that hedonic treadmill, that desire for growth. It just needs to be grounded in something more meaningful than money.

• 10:02Ryan Holiday?

  Yeah, and I'm not saying like, the goal is to appreciate all the ways that you have things that make other people jealous. Like, that's the goal. But it can be so easy to take things for granted and to think that something is nothing, right? Like, that your health, like, how many people who are in a hospital are jealous of the people out the window just walking around, living their normal lives, right? Or someone in prison is jealous of someone who has freedom, someone who works for themselves is maybe jealous of someone who has the security of a job. Conversely, someone who has the security of a job is jealous of someone who has the freedom of working for themselves. And, and you just can diminish what you have as not being a lot, to say nothing of not being enough.

• 10:45Ryan Holiday?

  And you don't realize that there are people who are waking up every day praying for that thing, or like grinding it out for a shot at one of those things. And you're like, oh, I feel poor because I don't have this or that. Do you know what I mean?

• 11:01Speaker 01

  Yeah, I do. It totally resonates. And I think that it's why I go back to the importance of the things that you measure in your life. Like, Peter Drucker has this famous quote, what gets measured gets managed. The idea that the thing that you can measure ends up being the thing that you myopically focus on, narrowly hone in on. And money historically has been the only thing that we measured. Money's measurability is so clear. And it was a feature, not a bug, right? It's what allowed capitalists, free markets to grow, all of these things, commerce. But unfortunately, it is clearly not the sole measurement of building a good life.