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How to Get Out of a Rut, Pain and Boredom, and Knowing When to Quit

43m 45s

How to Get Out of a Rut, Pain and Boredom, and Knowing When to Quit

The conversation explores the tension between routine and spontaneity in life, arguing that a healthy routine provides stability, clarity, and efficiency, while a rut results from fear and avoidance. Drawing on personal experience, philosophy, and historical examples like Kant, the discussion suggests that consistency can be deeply meaningful, especially as one matures. However, a growing sense of boredom—often dismissed as unproductive—is actually a valuable skill, as it builds resilience and tolerance for stillness, essential for deep thinking, self-reflection, and difficult conversations. The episode highlights that novelty is most impactful early in life, while later years benefit from focused, stable routines. It also introduces the idea of "intentional chaos" through practices like the Brazilian steakhouse rule, where people deliberately accept randomness to break patterns and rediscover joy. Ultimately, the key insight is that quitting isn’t failure—it’s a redirection, and grit is only meaningful when aligned with a true direction. True progress comes not from relentless effort, but from recognizing when to stop and when to persist, guided by progress, emotional momentum, and self-awareness. Boredom, once feared, becomes a pathway to deeper self-knowledge and a more balanced, intentional life.

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Drew, I'm wondering if I'm becoming a boring person, which is funny because I spent so many years of my life optimizing to be unboring, to just optimizing my life to be as interesting as possible. But it's funny 'cause lately, I've really found a lot of peace in liberation and in things that are generally considered boring life practices. And it's weird because there's still a little piece of me, like the inner 20 year old who's like, dude, you're so lame. Like what do you-- - I can get out of that too. - Get out of that too. Get out of that. Let's go do something. But meanwhile, you know, I'm so happy. Like life is so calm. So I think that's the fuck of the week. We're gonna talk about what is a routine, what is a rut? When are you avoiding life? By sticking to your routines and when are you embracing and celebrating life? When you follow your routines. And this one gets personal from you too, 'cause it's like causing marriage problems. - Oh, okay. - Yeah. - Oh, let's dig into that in a minute, in a minute. But yeah. - It's the subtle art of not giving a fuck podcast with your host, Mark Manson. - Bring some up, what are we talking about? - Well, I'm very similar to you too, where as I've gotten older, I found my little routines that I really like. And recently it occurred to me. It was something like, I hit like a five day streak where I did the exact same thing, five days in a row. And it's all actually fairly healthy. And I enjoyed those five days. But it was like the same thing, five days, not the exact same thing, you know? But like I worked out at the same time. I worked the same hours. I went to bed at the same time, got up at the same time. And it was nice in a way. But then I thought, oh God, is this all there is to life? - Is this all there is to it? Is this a groundhog day? Like a healthy groundhog day by me? - Yeah, yeah. - When does a routine become a rut? - When do our healthy habits become actually kind of toxic habits? - This is fucking with me because it is, I have long held the belief that a modest amount of chaos is optimal for one's life. You want a certain amount of spontaneity and unexpectedness. - Yeah, man, I really like just doing the same thing every day. - I know, that's me too. Yeah, I think novelty is amazing and awesome. And I wanted to seek it out. But then I also have like five days in a row. I'll just sit there one exact same thing. - Yeah, it is. That's what it is. This is a lot of effort. You have to expend a lot of energy. - I, you know, there's so many angles I could attack this. This is a very new thing for me. I have to admit, a big part of it is since I quit drinking. So when I drink, I like something about the interaction between alcohol and like the dopamine circuits or whatever, I just kind of had this unending craving for novelty. And since I stopped drinking, I don't have that anymore. And I actually kind of have the opposite of that. Like now when there's an opportunity to do something spontaneous or fun or cool, my immediate thought is like, well, what's the point of this? Like, what is this going to get me closer to my goals? Is this going to help me grow in some ways? Which is fucking lame, right? - Right. That's the official term, it's fucking lame. - So I have mixed feelings about it. I would define the difference between a routine and a rut. Is a routine is something that you feel helps optimize your life and it invigorates your life. It adds meaning and purpose and efficiency to your life. A rut is when you are doing the same things over and over because you were afraid not to. So I think that defining element is fear and avoidance. You know, like where I'm at in life, I don't fear doing different things. Like there are plenty of time, like I go on trips and do a bunch of stuff for work and still go on vacations and do a crazy thing here and there and I enjoy it. But I don't know, I don't crave it the way I used to. - Yeah, yeah. What about, I remember when you wrote that big piece about a manual Kant, right? And I didn't realize, I didn't know this, but Kant either never left the town he grew up in or only left it like once and basically did the same thing over and over and over again. And now he's one of the most famous philosophers of all time. - Arguing probably one of the 25 most influential humans on world history, one of the most important philosophers ever lived in the same town his entire life, had the exact same routine, his entire adult life. His neighbors used to joke that they could set a clock to when he came and left his apartment. And despite living, I think he only lived like 25 kilometers away from the ocean, he never saw it, his entire life. - Yeah. - He saw no reason to. - That is insane. Like that's me sounds like I wasn't worth it, right? Like for us it probably was, but for him I'm not sure. I don't know, I do think there's a fundamental value of novel experience, especially when you're young and you don't have many experiences. I think, I think, you know, it's, novelty is a diminishing returns curve. Like the older you get, the more experiences you have, the less impactful or insightful or useful, each subsequent new experiences. But when you're young and you haven't had many new experiences at all, they're super important and you should definitely seek out a lot of novelty in your life. So some of this, I just feel like it's just age. - Yeah. - Yeah. - People get fucking boring when they get old. But in my case, some of it is the alcohol thing. And some of it too is the health thing. It's, I realized at some point in the last couple of years that to like really maintain a healthy lifestyle, you have to be kind of rigid with your daily routines and your daily practices. I guess I just brainwashed myself into thinking, I love it. - Right. - Yeah, something I don't know. 'Cause I guess the alternative wasn't, wasn't amenable anymore. - Right. Yeah, but I mean, when the routine is healthy, like I was saying, I have a fairly healthy routine that I stick to more or less. - Yeah. - When it's healthy, when it's parts of it are at least invigorating for me. But also like that week ended with that, those like five day streak that I have that week ended and I'm like, I don't remember that week very well. Like it's just kind of all the blur 'cause it was all the same over and over and over again. - Right, right. - And they say that too about when you get older. - Yes. - That's one of the reasons, like time seems to go faster is because you end up doing the same thing over and over again. - I could see that. - Yeah. - I mean, on the one hand, okay. So I wrote this article years ago, called The Four Stages of Life. And it's still, it's one of my favorite things that I've ever written. And The Four Stages, the first one was Mammesis or Mimicry, second one was Exploration, third one was Commitment and the fourth one was Legacy. So stage one is, you just copy what other people do. It's what all children learn. It's how we learn when we're young. It's like you watch other people do things. You see what they care about. You see what they're interested in. And you try to do what they do. You try to care about the things they care about. It's basically the way that you learn everything for the first time. At a certain point, you have to branch out and do things that the people around you aren't necessarily doing. You have to explore your own personal identity. You need to find your own interests. Find your own passions. Find the things that you care about or that you're good at that other people aren't because that's what differentiates you. And so that's kind of like the first, that transition is kind of like the first big meaningful project I think of most people's lives. And that leads you in the Exploration. Exploration is about maximizing novelty. It's a maximizing experience. It's figuring out what you like, what you dislike, who you want to spend time with, who you don't want to spend time with. What sort of pursuits you're good at on and on and on. And I think most people spend their early adulthood in the Exploration phase. But then the next transition, the next big project, is picking the few things to commit to. Picking the few things that are like, okay, these are like the three or four most important people are things in my life. And so I'm going to build my entire life around those things. And that leads you in the stage three, which is the commitment stage. And so it's funny. It's like I totally recognize going by my own framework. I've left the Exploration phase, which is fun and exciting and sexy. And you get a bunch of really cool stories to the commitment phase, which is like Groundhog Day, as you put it, a healthy Groundhog Day. And so it feels from like an emotional point of view, you can easily feel like a downgrade. But at the same time, when I really do an inventory on what I'm spending my time on day and day out, it's like, man, I fought tooth and nail for years to figure out what I fucking care about. Yeah. And now I've found it and I've managed, again, fought tooth and nail the build of life, where I can optimize for those things that I care about. And now I'm doing that. And then of course, being a fucking human, I'm sitting around being like, well, this is kind of boring, isn't it? Right. Yeah. Just like always mildly dissatisfied. Right, right. No matter what happens. You're always a six or seven out of 10. Yes. Always something. You could be optimizing. Always something you can be working on. Always more fun out there. Yes. Yeah. Okay. So how is this destroying your marriage mark? Okay. That's a bit of an exaggeration. But it's funny because, so my wife, she really loves novelty and and it's not even novelty like it's not even like it's definitely not chaos like she loves exploring new things so she loves food she loves architecture she loves design so like for her going across town to a new restaurant and trying a new dish or looking at a new museum like these things are like very meaningful for her and back when I wasn't boring I was always down to go do it with her you know but now that I'm in this new phase of life I'm kind of like I'm good like I've been to a restaurant before I don't need to go okay right and so yeah basically she's just getting frustrated she's like what happened the like you went you aged like 20 years and two she keeps joking she's like I didn't sign up for this I signed up for the fun the fun party guy and I'm like yeah that guy was drunk so I joke that it's ruining my marriage but it's been it's been a point of contention lately you know she's like she's been urging like we need to get out we need to do more things and and my my point of view has been like we spent like 12 years doing all the things so like why don't we just like slow down a little bit so yeah that's that's our current project okay yeah so so I mean there's a whole thing about yeah growing together and your routines evolving with one another in there as well but what would you say to somebody who is maybe stuck in a rut like how do you inject chaos good chaos in your life like is there a I mean we've talked about travel a lot that's a really good one I think it also makes you appreciate your routines I think when you leave yeah you know you've been traveling I've been traveling a little bit this year too and that really makes you appreciate your healthy routines and gives you some perspective on that is there are there any other ways to just inject some some good chaos in your life it's hard because I mean chaos by definition is kind of unexpected right there there's got to be like I imagine you even want to get prescriptive with this for people like I don't know chaos is different we define that very differently we do define that very differently you and I would define it differently I do think there is value of intentionally breaking your routine periodically yeah if anything that just give you an appreciation for it yeah and remind you of like this is why I have this in my life this is why this matters but I imagine there are gonna be some occasions where you're like hmm maybe I should change my routine like I actually kind of like this this new thing I tried or this new thing I did you know everybody that's gonna be different you know for some people that's gonna be changing out the coffee they have in the morning or you know waking up 30 minutes later you know crazy you know yeah get really wild and crazy other people you know it's gonna be like I'm gonna go spin six months a year in Mexico and see how that works right so it's it mileage is gonna vary quite a bit but I do think it is important to consciously spice things up yeah and try try different things I'm also a big fan of like it's it's funny like if you've been like a Brazilian steakhouse yeah like the fugitive job yeah yeah yeah fucking love that shit all right so Brazilian steakhouses for people who don't know Brazilian steakhouses the way it works is you just they give you a card and there's one side is green and one side is red and you just flip the side over to green and they just start bringing you random food and like every time they walk up to the table you just say yes or no and if you say yes they put it on your plate and if you say no they leave and you could stay as long as you want you can eat as much as you want it's awesome so my wife and I we think of this is like flipping the card green in our lives of like okay you know we need a few months where we just say yes to everything and we just we create that rule it's like any invitation any opportunity any like opening going on in a neighborhood or get together or neighborhood like I so we're currently in a say yes to everything mode okay I like that and it's funny because it's just like a lot of unexpected stuff shows up so like I just got an invitation to join like my neighborhood organization or whatever and like start attending neighborhood meetings to like I don't know do whatever people in California do complain about housing so I'm gonna sign up and I'm gonna go to the meeting you know like there's a lot of sexy things but also a lot of like completely random and unsexy things right I like that idea there's there's almost like a seasonality to it yes I like that a lot better than like yeah you should do this you know like inject this type of chaos in your life or whatever it's more of a seasonality type of thing Cal Newport who we had on yep he talks about the seasonalities of work yes you could have a seasonality to have just your routines and because what inevitably happens is you say yes to too many things and then you get over committed and then you start feeling burnt out and overwhelmed and so that's when you flip the card back to red which at a Brazilian steakhouse let's the waiters know leave the table alone don't bring anything over and then you can like eat what's on your plate and then when you're hungry again you flip the card back to green yeah that's another reason I think balance is a little bit of an illusion yes you have to there's times to be out of balance and time yeah to seek balance it's like a thermostat type thing yeah maybe that should be like the title of my next book life is a Brazilian steakhouse and I said the cover is you with a green with a green with like paddle with a giant like five pounds of steak on my plate yeah this is gonna kill this publisher's gonna love this one we'll love it actually do you know the only time I've been to one I was with you in Sao Paulo oh shit that was the only time I've been to a full good that's right that is right and I meet it was a Thanksgiving we we were there on Thanksgiving that's right it was in Rio my as in Rio yeah yeah it my way in whatever meet they brought me oh yeah that's how you do it that's how you like fast for the day yeah I didn't have breakfast yeah no breakfast no nothing you know and then you show up like ready to ready to fucking work yeah and yeah and you put you you put the hours in you put the put the pounds in you got you got to get you got to get you got to get that like that sixty nine ninety nine worth yeah of oh yeah a beef like at least two pounds of it so I was sweating greasy when I left so I'm that note we're gonna cut it to a message from our sponsors we'll be right back with is it brilliant or bullshit all right we're back from our meet hangovers what's on the docket for brilliant or bullshit this week well we we found a study at this study's been out for a while and some people might have heard of it but no nobody's heard of it true nobody reads the shit like you just the yeah I'm going to learn not like this well it's a study about boredom actually okay I'm so we're talking a little bit about boredom but what they did basically is they they took people and they just stuck in a room took all their phone away from them took everything away from them it said jump just sit there sounds horrible right yeah so they give him six to fifteen minutes and there was a series of studies and the early studies people were just like this is torturous I don't want to do this anymore six minutes six minutes six minutes and people couldn't handle it yes yes and then they started giving the given the give them different tasks or options where they could do something if they wanted to but most interesting finding though that they found is that there's a lot of people who will give themselves a shock rather than just sit there with their own thoughts they would rather shock themselves electrical shock electrical shock yeah a mild electrical shock they would rather give themselves a mild electrical shock unshawkingly two thirds of men of course we shocked themselves only about 25 percent of women shocked themselves so this is why women live longer yes yes one of the many reasons but it's it's really interesting because it just it shows just how a verse we are to being bored this study's almost ten years old so it's probably gotten worse since then but I like this for two reasons one one is and we'll talk about the boredom piece but I also like it because it very much philosophically aligns with a lot of the Buddhist stuff that I've always talked about which is the mind kind of craves pain even if you put people in a perfectly fine situation the mind will start finding things wrong with it and find things to be upset about and get get attached to certain sensations or thoughts or feelings that feel dissatisfied and it's like this to me this is just like the most fundamental expression of that at facet of human nature which is like well there's nothing else to do so I might as well just hurt myself because that will give me something to focus on and think about and be upset about yeah yeah yeah so yeah it's it's it's like it's almost poetic in a way I'm not surprised I'm honestly not surprised I'm not either I'm not either I it's just it speaks to just how is it are we afraid of our thoughts or are we like we don't want to stare at our own thoughts is that what it like are we just so afraid of what's inside our heads that we just don't want to face it either - the instructions on some of these words to just just sit there yeah just don't do anything notice any thoughts that come up or whatever and we'll ask about them later but don't do anything and people are just like no I'm like like my mind wonders I want to think about other things I want to fidget I want to you know if you don't have your phone with you you probably think about I wish I had my phone with me like is it for just so so a verse to being bored I mean a lot of a lot of creative people will say boredom is like the that's the playground of the creative right yeah we avoid a lot of that yeah boredom is the mother of invention yeah something like that right that's It also makes me think, not having another thought related to the pain thing, which is they say this about people who commit suicide, that it's not like you think of like 9/11, like the people who jumped out of the towers. It's not that they weren't afraid of jumping out of the towers. It's that what was inside was so much more painful than the fear of falling, right? And that became appealing by comparison. On a much more micro scale, I wonder if this is sort of the same thing that like sitting alone with your own thoughts is so burdensome and painful that an electric shock feels appealing in comparison, that it's like, well, that's less painful. So what is it about our own thoughts that is like so burdensome? Or is it Mark? That's what I'm asking you, do we really have, is there just a fear of like what's underneath all of that and that lizard brain, or is it, I don't know, I just think boredom is painful. Yeah, I do. And I think our tolerance for boredom is just probably all time low. I don't know, man, like I, what this brings to mind is I remember I went on a number of meditation retreats in my early 20s when I lived in Boston and I remember the first one, it was a single day, it was like eight a.m. to five p.m. or whatever. I got about halfway through that day, like the back half of that day was so excruciating for me. I never, at the time, I never really meditated for more than like 20 minutes. Okay. And how would we, at this time? 21. Okay, so maybe. Yeah. 2021. So this is early to mid 2000s. Yeah. I had had a very modest experience of meditation and I signed up for this full day retreat. And so it was basically like nine hours non-stop silent. You basically walked in, took your shoes off, sat down, started meditating and you, you weren't done until like nine or 10 hours later. They give you no instruction or anything, they just very basic, very, very basic. And you paid for this, I'm guessing, like you just, you paid to just go sit and meditate. It was like donation, right? But my memory of that is that afternoon was absolutely excruciating. Like I desperately wanted to get up and leave, so bad. It actually reached a point where I started like singing songs in my head because it was the only thing that could like kind of get me through it, which I realized is literally the opposite of meditation is like finding, entertaining things to do in your mind. But yeah, I don't know, it's, it's, it's, I do think this is, for me, this is where meditation, the value of meditation kicks in because the meditation is the practice of learning to sit with stillness and nothingness and become comfortable with boredom. And I think that's got to be a valuable skill. Not for sure. I think a lot of us too, we don't think of boredom as being painful with just, we think of it as, oh my God, a bored, I'm uncomfortable. We don't think of it as painful, but if you really stop and pay attention to the boredom, it's painful. It is painful. Yeah. It is painful. Or a certain level of it that I think is actually pain. Like it's, and it's not, it's not pain specifically. I think it's more discomfort. It's just like, yeah, when I really think back to that retreat, like it just felt like, you know how like when you're stuck in a shitty airplane economy seat and like, no matter how you shift your weight or move your legs, it's uncomfortable. Like no matter how you sit, it's just like dissatisfying. It's kind of like that for hours and hours and hours and hours, so I don't know. Speak it a witch. Have you heard of this raw doggy in flights? No, it's not what it sounds like. Yeah. It is not sexual. So there is this movement. Like Jen Zeders are doing this where they get on a flight. They do no phone, no music, no TV, no movies, nothing. They just sit and like stare at the back of the seat in front of them for the entire flight. Okay. And, and they post on social media and they're like, I just raw dog a four hour flight from Miami to New York or whatever and it's like, everybody gets really excited about it. And then there was like some guy who posted, he did like a nine hour flight raw doggy. Like no sleep allowed at all. Oh no, sleep even. It's like, wow. It's like a little mini meditation retreat in the sky. Anyway, it's becoming a thing. Okay. And it's like, it reminds me of this. It's almost like a macho thing. It's like, oh, I raw dog, the six hour flight. Oh, I raw dog, I raw dog the red eye across the Atlantic. It's like, oh, damn, dude, like you're fucking tough. I don't know. I feel like this is a world we're coming to where where stimulation is so over abundant that like the new machismo status symbol is like, well, I can be bored longer than you. Yeah. We can. I'll be bored longer than you. Like, that's like the new like bicep. That's not so bad. I think I kind of like that. I don't know. I've heard of raw dogging life before where it's like you don't do drugs, alcohol, like no caffeine. Yeah. I've never heard of it. Called Romanism. Yeah. Straight injures. Yeah. Yeah. Yeah. But I do, I remember when Wi-Fi started to be get on planes, when they started that Wi-Fi to the planes. And I thought, oh, this is going to be amazing. And then it started happening. I'm like, oh God, this was like one spot where I could just like try to sleep detached. Yeah. Yeah. So I love Wi-Fi on planes because it's good enough to actually get useful things done. It's still bad enough that like you can't get on and watch it too much longer before. It's all just Starlink and this high speed. Yeah. I just like, I hope they keep the connection bad because I'm so productive on flights. So productive. Well, so is there is there some value you think then in raw dogging life in general. You know, purposely, how do you, is there a good way to leverage boredom, I guess? I think so. You've talked before about like writing, you know, where you like, I sit down and, you know, if you turn off your Wi-Fi or whatever it is. And I have to sit here for two hours and the only thing I can do is either write or do nothing. Sure. I got two options. Yeah. And I've heard other writers talk about that too. Yes. So is it like using, leveraging that pain of the boredom to do something for sure that's not boring for sure? For sure. But difficult. I also just think like if you develop a tolerance for boredom, it's going to give you an advantage in so many areas of life. Like if you're willing to sit with hard thoughts longer than other people or have difficult conversations longer than other people or listen, like educate, you know, watch a lecture or read an educational manual or something longer than other people. Like it's just, we're entering a world where, you know, boredom tolerance is a form of pain tolerance. Yeah. Any form of pain tolerance is going to give you advantages in life. So yeah, I think this is just like a, it's a new dimension of that. Yeah. I think so too. All right. Speaking of boredom, here's a message from our sponsors. It's Q&A time, Drew. It is Q&A time. What do the people want? Let's give the people what they want. What do they want? Tina from YouTube, she asks, please explain the rules of quitting. I like the way she puts it to, when to quit and when to grit, when to quit and when to grit. No, but this one is actually a pretty common question or some variation of this question. Yeah, this comes up. When do I give up? When do I? This comes up. All the time. All different contexts too, whether it's a career path or a project you're working on. Yeah. Relationships, you know. It's tough too, because persistence is super important, but also not wasting time on something that's never going to work out. He's also really important for sure. My here, I have a couple of heuristics for this. One of them is, I just think of his momentum, so if something is very hard and it's not really working, do I still feel, do I feel like my progress, first of all, do I feel like progress is happening and do I feel like that progress is accelerating? So it's basically like, you know, the more time that I spend trying, do the failures get better? Yeah. The failure is improving. If they're not, then to me, that's kind of a sign of like, all right, this is probably not going to work out, whereas if they are, you know, so an example here is when I started my business, you know, I basically made no money for like a year, year and a half, but I was learning so much about marketing, sales, promotion, websites, e-commerce, like my understanding of the business was growing at such a fast pace that I was like, you know, if I keep at this, it feels inevitable that something will eventually work, so I should just keep going. Like I had a lot of confidence that that was going to be the case, whereas I've had other things in my life, like music, for example, I was a good musician. I went to music school. I did decently in music school, but it was so clear to me that the best guys in music school were able to, first of all, they were just so far ahead of me and the reality of the music industry is such that like, you know, the top 0.01 percent, get 99% of the benefit fits, that I was like, I don't see how this is going to work out for me in the long run. Like, I'm either going to have to work 10 times harder than that guy for the rest of my life, or I can just go do something else that other people have to work 10 times as hard as I do. So yeah, I gave it up and honestly giving it up was one of the best things I ever did. You talked about, you've talked about before too, when you were building your business and I think it was like you were living with a girlfriend at the time or something like that. And you said, yeah, I'm not making a lot of money, just like what you said. I'm not making a lot of money, but I'm learning a lot as I go. Not only are you learning, but this learning to me is very, very valuable. And I value this even if nobody else around me does. Is that, do you think that's a good indication too? It depends what, because what I'm thinking about is there's some, there's like outlier examples of this, where somebody, like, should have given up. You think they should have given up at some point, but they didn't, they stuck it out. You've written a lot about Charles Buchowski before. He didn't become, sure, really all that famous until he was in his 50s, right? And even then, it was kind of hit and miss and he was up and down and all over the place. There's other examples of that too. I'm a really big fan of like, it's always sunny and Philadelphia. Love it. Rob McLean, the creator of that show, I mean, he should have gave up a long time before that. He wasn't getting roles in anything. And so he just decided to go make his own thing and it turned out as always sunny in Philadelphia. Most people would have given up by that point. Sure. And should have probably given up by that point. What are those outliers teach you if anything? Well, with creative pursuits, I think the equations a little bit different. My argument with creative pursuits is that you should be doing what you would be doing for free anyway. Okay. Because that's what you're going to be best at, that's what you're going to be most passionate about. And that's probably what people are going to resonate with when they see your work. But I think there's also, you just have to be realistic that any creative industry or market 99% of the benefits go to the top 0.1%. Yeah. Right. So, and there's just in a certain amount of that too, there's a certain luck factor that I have. Time can factor that plays in as well. So I think if we're talking about creative pursuits, the equation changes a little bit. In professional pursuits, I think it's, you need to simply be really honest about your skill, talent, and what you're learning and understanding when you are working in a pursuit that you don't necessarily have like any natural advantages that you don't have any natural talent at, that's going to be something that's hard to stick with in the long run. So this is one thing that Tim Ferriss talks about is he often says that like when he's faced with a difficult decision, he will pick the option where failure teaches him the most. And so he will often try things that are a long shot, but the failure of that long shot will actually create a lot of second order benefits or teach him a lot of things or give him a lot of experiences that could be valuable in other areas of life. So that's a factor as well, right? And that was true with my business of like, because I was, I remember having a conversation with my dad about it, you know, I, he was like, where's this going? Like what? And I was like, look, even if this doesn't go anywhere, I'm learning so many useful skills. I learned how to, I literally became a web designer because I was trying to like put my, put it together website for one of my businesses. And I did freelance web design for a number of years. So I learned web design, I learned copywriting, I learned, you know, Facebook ads and, and promotions. I, I learned all these skillsets that I probably could have gone and gotten a day job doing one of those things if, if the writing hadn't worked out. So that's another example of like, okay, even if this fails, I'm developing skills or there are like second order effects that are very beneficial. I was also building a network, right? Like, let's say the, the blog never took off, but I had 500 really hardcore fans as readers. Of those 500 people, like I can probably find something, you know, I could probably ask that those 500 people, like, hey, I need a job or I want to work with somebody like anybody have an opportunity. So there's like, there's a relationship capital that you can get. So again, I think it's how valuable is the process and how valuable is the failure? And if those two things are valuable, then yeah, keep going. And then there's also the momentum question. It's like, is it getting easier the more you do it or is it getting harder the more you do it? If it's getting harder, that's a, that's a sign. The momentum thing is very true. I think when it comes to relationships, I gave this, I gave this analogy to a friend a couple of years ago, and it inspired him to dump his girlfriend. I told him, I was like, please go on, give us the secret. I told him, because he, him and his girlfriend were like fighting all the time. And I was like, look, I'm going to ask you a simple question. I was like, when you guys go through the fights and you like come the resolutions or compromises, I was like, does it feel like each subsequent fight? Does it feel like you're pushing a rock uphill or does it feel like you're pushing a rock downhill? Like, does each subsequent fight get easier because of the previous fights or is it getting harder because of the previous fights? And he said it's getting harder. And I was like, okay, every relationship I've had that failed, it got harder. It was a rock going uphill, whereas with my wife, it was a rock going downhill. My subsequent fight got easier because of the things we learned and the resolutions we came to and the compromises we came to and the previous ones. So the obstacles were still there, but they just, they were much more manageable. Yes. Okay. And it's, there's a momentum to the obstacles. And I literally think it's a matter of like, you are building a skill set within the relationship. And my wife and I have a mark in Fernanda skill set that we've built together. That makes us really good at fighting now because we've successfully fought and found resolutions and compromises so many times. Whereas other people, they like, they don't build that skill set. They just kind of like take turns suffering and the resentment builds and, you know, nothing actually gets better. Okay. All right. So you brought up this point to me and I think it's really interesting about hard work. Where does hard work come into this? Where does it just like greeting it out? You know, when you, when you really want something, when you think you want something and you, but you're not sure if to keep going, hard work, how do you define it? How do you think other people define it and where does that fit into all this? Hard work is, you know, you're expanding a lot of time and energy. But what's funny is that your definition of a lot of time and energy is going to shift wildly based on your relationship with the activity. So I think the example I gave to you when we talked about this was like, when I was in music school, I could feel myself falling behind the other people in my program. And so I started practicing more and I went from maybe practicing two to three hours a day to practicing like four to five hours a day. And in my mind, that was like a massive investment and I was kind of mentally at the ceiling of my capacity to practice and improve on the instrument. So at the time, I thought, I'm working my ass off. This is like as much as I can give and it's not, it's still not really working. Meanwhile, there are other people in the program who are practicing eight, 10, 12 hours a day. So in my head, that was hard work and it wasn't working. I ended up quitting when I, when I got to writing and especially when it came to blogging and the business around blogging, I would sit down and start working on something. And I wouldn't even get up to like eat for like 10 hours. And then after that 10 hours, I would like come back and still have more energy to keep going. And I realized I'm like, oh, this is hard work. Like this is what actually like, it's not that it feels hard like it's the subjective experience of like what is difficult is often misguiding because it's like the actual quantity of energy and work that was going into it. Like, 12 hours of writing felt easier to me than four hours of music. And so again, that's like, that's an indication I was in the wrong thing before. Right. If four hours feels like a lot of hard work, yeah, you're probably in the wrong thing. Whereas if you're able to go 12 hours and still like be kind of excited to keep going or like have trouble falling asleep because you're still thinking about it, that's a sign that you're in the right thing. Right. Like the other students in the music program who weren't there were practices six, eight, 10 hours a day. Did you ever talk to them about this? Yes. Yeah. So there's a guy named Chris McQueen. His couple of Grammys now. He was like the top guy in my program. Okay. He's a guitarist and a band called Snarky Puppy. They're amazing. You should check him out. I remember I like, I cornered him in the cafeteria one day and I started talking to him. And I was like, really curious about his practicing, his practice regimen. So I started asking about like, you know, how much do you warm up and like, how do you work on a song and all this stuff? And he was just giving me these Blasey answers, just like, I don't know, dude, like I just kind of work on it. whatever. It's like typical shit of like anybody who's actually really good at something. They don't think a whole lot about how they do it. So I remember I had this whole conversation with them and I was like, you know, I'm just gonna kind of tell them what's going on with me because I was thinking about dropping out at that point. And so I told them I was like, look man, I'm like, I'm practicing like four or five hours a day. I'm like starting to feel tendonitis in my left hand. I'm exhausted. I'm completely burned out. I was like, what do you do when you feel like that? And he was like, I've never felt like that. Mark walked out. I was like, all right. I need to get the fuck out of you. This is not, you know, and it's, it's he is a Grammy. Yeah. And I don't. Yeah. And that's why that's a huge part of why, right? So yeah, I think it's, it's important to be realistic about those things. Right. Right. Yeah. What about for people who haven't found that thing? Maybe that's another question. I don't know. I mean, yeah, it is, that is kind of another podcast. But I don't know, maybe that kind of comes back to the boredom thing. Like being able to stick with something through the boredom, through the friction, like everything has some amount of friction. Like even if you love something, you'll still wake up not really wanting to do it. Maybe 20% of the time. Right. And, but he's, I don't know. You still go do it. Like that. There been so many times where like I wake up and I'm like, I don't want to write today. Then I force myself into the chair and I open the document and I like write a couple sentences. And then by like the second paragraph, I'm like, Oh, yeah, this feels good. You know, and then it comes back. But I feel like if people don't have the, so this is where the grit comes in. If you don't have the grit to like put your ass in the chair on those off days, you don't rediscover the fun. You know, so grit is important too. Yeah. Yeah. Here's the final answer. All right. Quitting puts you quitting is important because it points you in the right direction. And then grit is only important once you found the right direction. If you use grit and you're pointing in the wrong direction, it's just going to get you further off course. Yeah. That's where that pain comes in. Yeah, unnecessary pain. Yeah. That's when you start electrocuting yourself. As we all want to, as we all wish we could. Yes. All right. What's the, oh, the wisdom of the week. So I picked this one out. This is a very orthogonal thought. But I used to be a fan of the late Mitch Hedberg, the one liner comedian. I like this quote. This quote's not going to sound wise. But I would like people to think of it in the context of like quitting is never actually quitting. Quitting is simply making space for something else. So in those terms, Mitch Hedberg once said, I like an escalator because an escalator can never break. It just becomes stairs. Okay. It's great dad joke. Yeah. It is a great dad joke. All right. We'll be back next week. Be sure to subscribe, follow the show, leave a review. And if you want to submit one of your questions, either leave it as a comment under this show on YouTube or you can submit it to [email protected]. We will be back next week. Take good bye, Drew. Goodbye. Drew. Drew. The subtle art of Mackie the Fuck Podcast is produced by Drew Bernie. It's edited by Andrew Nishimura. Jessica Choi is our videographer and sound engineer. Thank you for listening. and we will see you next week.

Podcast Summary

Key Points:

  1. A routine brings structure, purpose, and efficiency, while a rut arises from fear of change and avoidance, often rooted in a desire to escape discomfort.
  2. The balance between routine and spontaneity shifts with age
  3. Historical figures like Kant demonstrate that deep significance can emerge from consistency, showing that routine doesn’t diminish value—it can cultivate focus and depth.
  4. Boredom is not merely a passive state but a painful, uncomfortable experience rooted in the mind’s resistance to stillness and self-reflection.
  5. Developing boredom tolerance strengthens resilience in difficult conversations, creative work, and personal growth by enabling patience and presence.
  6. The decision to quit or persist should be guided by progress momentum, skill growth, and emotional fatigue—not just effort or time invested.
  7. Creative and professional pursuits require different thresholds
  8. Intentional "chaos" like the Brazilian steakhouse rule or seasonal routines can inject spontaneity without overwhelming commitment, reinforcing appreciation for structure.

Summary:

The conversation explores the tension between routine and spontaneity in life, arguing that a healthy routine provides stability, clarity, and efficiency, while a rut results from fear and avoidance. Drawing on personal experience, philosophy, and historical examples like Kant, the discussion suggests that consistency can be deeply meaningful, especially as one matures. However, a growing sense of boredom—often dismissed as unproductive—is actually a valuable skill, as it builds resilience and tolerance for stillness, essential for deep thinking, self-reflection, and difficult conversations.

The episode highlights that novelty is most impactful early in life, while later years benefit from focused, stable routines. It also introduces the idea of "intentional chaos" through practices like the Brazilian steakhouse rule, where people deliberately accept randomness to break patterns and rediscover joy. Ultimately, the key insight is that quitting isn’t failure—it’s a redirection, and grit is only meaningful when aligned with a true direction.

True progress comes not from relentless effort, but from recognizing when to stop and when to persist, guided by progress, emotional momentum, and self-awareness. Boredom, once feared, becomes a pathway to deeper self-knowledge and a more balanced, intentional life.

FAQs

A routine is a consistent practice that enhances your life by adding purpose, efficiency, and meaning. A rut occurs when you repeat the same actions out of fear or avoidance, not because they are beneficial.

Yes, structured routines can support a healthy lifestyle by promoting consistency, discipline, and well-being. When these routines feel invigorating and aligned with your values, they can be both healthy and fulfilling.

Not necessarily. As people age, novelty becomes less impactful due to prior experiences. While early life benefits from exploration, maturity often brings stability and peace through meaningful, consistent routines.

Intentionally break routines by trying new experiences—such as traveling, attending unfamiliar events, or adopting a 'say yes to everything' rule. This creates balance and helps appreciate the value of your established routines.

Meditation teaches you to sit with stillness and discomfort, building tolerance for boredom. This skill helps you handle difficult conversations, challenging thoughts, and extended focus without distraction or escape.

Quit when progress is stagnant, failures aren't improving, or the effort feels unsustainable. Consider whether the pursuit is building skills or relationships, and whether the momentum is improving or worsening over time.

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