Leo Babauta is the prolific writer of Zen Habits who joined me from the distant island of Guam 7,400 miles away. Here are a few tasters for what to expect in this wide-ranging conversation
šØ How Zen Habits evolved into his mission to help others push into their uncertainty.
šØāš How Leo unschooled and de-programmed his kids to facilitate their own natural state of curiosity.
š Leoās compelling case for why a fully-optimised life would actually suck and risks being the most controlled boring thing possible.
šŖ Developing and training āradical curiosityā to dive inwards even when you donāt like what youāre seeing ā how to hold the pose when youāre entire body wants to shut down and run.
𤼠What heās learned about learning and his no-holds-barred debate with Tim Ferriss on the idea of abandoning goals.
š§āāļø The incredible Zen Habits origin story ā his path from being in debt, overweight, a smoker and feeling miserable to escaping debt, gaining a following of over a million readers, publishing books on habit-change, finding joy and even running an ultra-marathon!
Jonny: Itās working as well okay perfect. So Iām here with Leo Babauta the prolific writer of Zen habits who is joining me from the island of Guam which is I believe 7400 miles away. We met a few months ago in Portland and Leo was running a really powerful workshop on fearless training at the world domination summit. And Iām sure weāll get into that but first letās kick off with a question that I always love to start these conversations with and the question is where you exceptionally curious as a child and could you maybe tell me a story about something that you were curious about?
Leo: Yeah itās interesting I think I was, was I exceptionally curious of the child? I think I was you know one thing that I remember I remember exploring actually lived here in Guam for a lot of my childhood and exploring the jungles climbing these huge banyan trees and just loving the idea of exploring and I would create my own worlds and so in that way I was kind of just projecting my imagination onto the world and not necessarily. That wouldnāt be an example of curiosity but I remember when I realized that other people had imagination.
It wasnāt just my imagination but there were other people who were lost in theirs and then one thing that would really catch my curiosity was how we could create a world of imagination together and so I would lead them on adventures through the jungles. We climbed the tree and play like some kind of world up there and leading people into a shared space of imagination was I think a great source of curiosity for me.
I also remember when I discovered that the imagination of authors and books I just like became just like just devoured books like weād go to the library and take out a stack and then come back a few days later and replace it with another stack.
So it was just like a mind-blowing realization that there was like all these worlds of imagination out there, so yeah thanks for taking me back to that wonderful time.
Jonny: thatās amazing and itās funny how books seem to be the catalyst for a lot of these conversations that Iāve had from people like yourself and I think that absolutely is almost like the gateway to Iām it gives you more things to be curious about because you realize that there are all these other worlds and books are almost like a gateway to that and that makes so much sense and I had a thought I remember during the workshop you mentioned that youāve got I think six kids yeah that was wondering what have they taught you about curiosity in the last year?
Leo: thatās a good question you know I think one thing I really love is just seeing the natural curiosity that kids have. And I think that we as adults just as a system tend to drive it out of them so that we like yeah pound learning into them the things that we think that they should learn and until they just become so bored that they like okay like I donāt like learning anymore.
Iām not saying every kids like that I think thatās a very common thing I mean one thing that Iāve seen is people who rediscover their curiosity as adults after having it driven out of them. Because like as a teacher like imagine having a classroom full of 25, 30 kids who are all asking you like endless questions like eventually youāre just going to like tell them not to ask questions just you know do what youāre told.
I mean just like much more efficient right yeah and so I think our school system I donāt know what itās like where you live but I know in in the US our system very much like drill them tell them what they need to know and not have them ask questions as much. And so one thing Iāve really discovered I started out with my kids going to school but I actually took them out of school and started unschooling them.
Jonny: thatās amazing.
Leo: the whole journey of unschooling is like deprogram what we teach them in school and allow them to just start to get into the natural state of their own curiosity and like what do they want to learn about what are they interested in and then let that drive them.
And then as a parent youāre only or as a teacher your only real role is to facilitate that natural curiosity and say like how didnāt we like explore together how can we create a shared space together or how can you just like let them go out and explore on their own whether thatās like out in the jungles or like in a book or on the internet or whatever it is that theyāre really curious about.
And I see times when like their curiosity isnāt being sparked and so then I try and like find ways to just get a discussion going that sparks it but you canāt force it. So itās a really interesting thing to explore is like how to spark curiosity how to like itās like a little tiny spark that you can like nurture and grow into a flame.
Thatās the whole area of parenting that Iām like I totally donāt know what Iām doing but itās a lot of fun to explore.
Jonny: I absolutely love that and particularly and I mean I completely agree with you I think that our schooling system in it is the same in the UK unfortunately. Itās painful how you said the learning gets jammed in you but it almost gets Jammed out of you I think kids are natural. They loved to learn and I think because we get taught to prioritize and giving the right answers over like you say asking really good questions and I think that we almost have this idea that when we get to 18 or 21 and we leave the education system that we just stopped learning. And itās like our learning period in life is over and we now go into like doing in working mode and I think that we need to exactly as it sounds like youāve been doing almost deprogram ourselves and kids and the system to just ignite that natural inherent spark of learning and just like pour fuel on the fire if their own curiosity which I think kids have. And your daughterās in Tokyo Japan at the moment as well. So you must have kind of poured enough curiosity on that part.
Leo: She was one of our unschooled kids since basically elementary school we took her out of elementary school sheās now 18 she just turned 19 and she really wanted to get into like sheās into Japanese anime and manga and she really wanted to be an artist and like explore Japan.
And so itās like a huge world of uncertainty for her and so we just kept encouraging her go go. And do it and we took her over there to kind of help guide her into that because itās always helpful to have someone holding your hand at first but then just like shoved her away and like and you can do this.
And of course itās like incredibly scary but yeah sheās absolutely exploring her own journey right now and her own path into like Who am I what I want to do in this world what makes me passionate what drives me what gets me up in the morning like how do I like manage my finances.
Itās like just a lot of exploring to do. One little real quick thing just because I want to be fair to like teachers I kind of like dissed on teachers a little bit. But I know a lot of really great teachers who actually do spark curiosity but I really believe that the system is geared against those kinds of teachers and they have to kind of rebel against the system like you know drilling in and driving. And so they yeah they find their own ways to explore how to do that in in the school system but itās not set up for that.
Jonny: yeah I completely agree and I think thereās some interesting movements with I had a tour of the Green School in Bali and they have this really interesting system where they theme each term or each year around something like trees. And they look trees and from the perspective of biology from geography from physics and all these different perspectives and itās like something that kids already love and they just theyāre taught to be curious about this one thing and do projects and think youāve talked about it and itās such a just a more natural and fluid way of learning and I feel like itās catching on in lots of little small pockets but itās going to be a while before like the mainstream schooling education system catches up because itās just so big and the so much bureaucracy. But anyway I feel like we talked about this quite a long time Iām Iād love to just any of the readers or the readers the listeners you arenāt familiar with your work and your amazing story of pretty much turning your life around from quitting smoking and getting out of debt and running ultra-marathons.
Leo: So for those who havenāt, arenāt familiar with it you can imagine yourself as me more than ten years ago this is in 2005 on Guam. I had a job in the government a job that I did not like unfulfilled I was also deeply in debt and with lots of really bad spending habits.
Lots of bad health habits I was a lot heavier about 60, 70 pounds heavier I donāt know how many stones that is. But it was definitely like another small person heavier than I am now and just addicted to junk food.
I couldnāt start exercising I was a smoker and so just a lot a lot of stuff that I want to change and one thing at the core of it all was I was deeply unhappy with myself and how I was conducting my life.
And so I felt stuck I didnāt know how to change I kept trying to like stick to an exercise program I started a whole bunch of diets did everything from Atkins to the you know South Beach diet to a whole bunch of our wits and nothing stuck I couldnāt stick to anything and so it was like well these are all successful plans so the common factor is me like I am failing and so I just kept feeling really bad about myself and that was like a really dark place for me.
Where I just was failing personally failing as a father, not providing for my family, deeply in debt hiding from creditors I would like wasnāt answering my phone and stuffing the mail into a drawer not looking at it. So thatās where I was and the turning point came of course itās always like a dark turning point where I like realize I was killing myself, I was like letting my family down and a turning point came when I decided I had to change just one thing and I decided to quit smoking I made a promise to my wife and daughter and poured my entire being into that one change.
I said Iāll do all the other ones later but this is one thing I try and do I did all the research follow every single plan that I could think of joined a group online and committed to them as well and learned from them.
And so social accountability became a big part of it I meditated as a way to like relieve stress and deal with stress and urges. I learned about triggers and I journaled and I just did everything that I could and it worked. And it was just like I felt so amazing that I like made that one change and I started to apply some of the same things towards running where I couldnāt even run for 10 minutes.
Eventually I ran a 5k likes just slowly one step at a time started going longer at the end of the 5k I said oh Iām going to run my first marathon. Like obviously I can run a marathon if I can 5k right I didnāt realize how hard it would be and how dumb it would be to commit to doing it a year later. Itās not itās not enough time to be running to run a marathon but I said oh I can do it and so that was a the first and a mini series of over-optimistic commitments that Iāve made I still make them today. So that was the marathon I started changing my diet I became a vegetarian for health reasons and then eventually ethical reasons and now Iām a vegan.
I started getting out of debt and I had to get my wifeās help in this one and we started to slowly change our financial habits and get out of debt one step at a time started waking earlier started writing stopped procrastinating as much. I eventually quit that job started a blog after running my first marathon and the blog took off I like poured myself into the blog series of there was another of a series of things that Iāve poured myself into one at a time.
Wrote an e-book that helped me to finish getting out of debt quit my day job and sold a book at the end of the first year of Zen habits the blog I had gained a massive following 27,000 subscribers at the end of the first year eventually a lot more than that. And so yeah itās just a massive ride of success but it all started was changing one habit at a time and I had lost a whole bunch of weight changed pretty much everything about myself and at the center of all of it I decluttered my life started simplifying.
At the center of all of it has been mindfulness so that I just happened to stumble upon meditation and Zen and when I started Zen habits I titled a Zen I didnāt knew nothing about Zen at the time. It was just like a full name that I thought like letās try and pick habits and simplicity and mindfulness together and but at the center of all of it has been mindfulness even when I was running when I was quitting smoking when I was getting out of debt it was a lot of learning about myself learning about the self-doubt the beating myself all the stories that I have about myself all of the habits of running to distractions of lashing out at my you know people that I know that I love.
All of these things I started to learn more myself and this is where curiosity comes in. It was developing a deep sense of curiosity about what was going on inside rather than completely ignoring it and trying to go like everywhere outside and thatās to me the real story of Zen habit isnāt like all these successes along the way but really the successes of continuing to go inside even when I didnāt like what I was seeing right yeah so thatās thatās been a profound transformation for me itās just the courage and willingness and curiosity to go inward and stay there and continue to explore there like thereās just vast worlds in there that Iām still discovering it and still a lot of changes to be made but really loving that exploration.
Jonny: thatās so powerful and I was I was reading one of your recent blog posts and there was there was a quote that was just Iāve written down heads when youāre feeling fear instead of turning away from it or trying to escape and avoid it try turning towards it and actually allow yourself to feel the fear. We donāt often want to feel it but we have a greater capacity to feel fear than we give ourselves credit for and Iāve been thinking about this idea. I think I may be mentioned in your workshop as well as a radical curiosity. For me is this this idea of like having the courage to be curious amidst this great discomfort and does that kind of ring true to you that sounds a lot like kind of what youāve been describing along your path.
Leo: yeah I love that youāve discovered that independently and are bringing that to whatever I offer. Yeah thatās just perfectly put itās just I think I think part of the not willing to turn towards is part the part of it is assuming we already know right like I already know everything thatās going on I know whatās going on so I just need to you know basically you donāt need to pay attention to something if you already know it.
So we categorize ourselves as known and we have to like go out and explore everything outside of ourselves. But acts thereās so much inside of us that we donāt know and fear is one of those like okay fear fear is bad I need to get away from it I donāt like it fear is bad no thatās categorize as known but actually thereās so much more to fear and everything else that goes inside of us but fear is just like this really interesting phenomenon that you know like itās natural itās evolutionary you canāt escape it you canāt like shut it off.
And it controls so much of what we do that turning towards it with curiosity this radical curiosity that youāre proposing I love it because itās not just like turning towards something we hate and just like punishing ourselves by like being with it like they I think thatās what a lot of us feels when we turn towards something like fear or anger that is just like this is something we donāt want we want to get away from just like this distaste thatās like really huge discomfort but curiosity a radical curiosity of turning towards itās actually a really positive connotation that youāre adding to it that you like you really want to know more about it. And curiosity is a beautiful positive thing that we can we can explore the world around us and in us and really just want to know more just want to be open to not.
To the idea of not knowing I donāt know everything about fear about whatās going on inside of me and I can just say I donāt know what is this you know like and thatās you can do that with a smile when youāre curious. When you like donāt want to face something you can like have this attitude of like shirking away from it and I know people might not be watching the video of this. But Iām like turning away like with a face of my I mean like a face of distaste on my face.
And itās just like thatās kind of the attitude that we take itās like we donāt want to look at something because itās just tasteful and itās like uncomfortable but curiosity is like turning towards it with like an open body an open mind and open heart and just be like I really want I know more about you and that I think is a friendliness towards our experience that we donāt offer towards it.
Just imagine if you had a friend in front of you who was giving you something that you didnāt necessarily wasnāt the way that you normally would do things right. And you turned away from them and said I donāt like that like that wouldnāt be a good relationship you wouldnāt have a good friendship there. But if you turn toward them and be like okay well whatās going on here Iām curious to know more about you.
All of a sudden that person would feel more accepted they would be willing to share more they would feel more connected to you and that would be a much better relationship and I think itās the same thing that we have with ourselves and with our experience is that we donāt have a good relationship with ourselves and our experience most of the time Iām generalizing of course. But we turn away from it we donāt want to see it we donāt want to experience it.
Weāre rejecting it and turning towards it with that curiosity is a friendliness itās a willingness to be with. Itās a willingness to doesnāt be like I donāt know everything about you just tell me more just like you would with a good friend. And I like that curiosity also has a gentleness as a warmth and it has just this genuineness that is this is like perfectly encapsulates the attitude that we can have towards our fear and pretty much everything in our experience so yeah well put.
Jonny: yeah I absolutely love that and something that you said about and we think of our own selves and our bodies as sticks like known entity I think thatās so true and something that Iāve had a fairly kind of fairly intense year. And Iāve done a couple of and ten days silence for passing and meditation retreats yeah and when youāre sitting in silence for that period of time and youāre kind of looking inwards youāre like holy crap like there is so much going on inside our brains and our bodies and our minds that weāre just not aware of 99% because we donāt we donāt make the time to listen and we donāt pay attention to it. And for me that was such it was almost like the portal into a deeper curiosity because Iām like if I can spend a few days sitting like this much comes up like what else what else is there and itās so so interesting. So I guess kind of leading on from when from then habits how did this community of readers that you built evolve into what I guess is now your current mission of helping others push into that uncertainty and embrace this kind of and approach to life and do you still feel like uncertainty itās a routing a little bit as well?
Leo: absolutely yeah itās definitely I would say the root of what I do so then habits at the beginning was a lot about productivity and simplifying your life and changing your habits and so I wrote a lot of books and did courses on those things and I also did a program this was actually the start of the new path was a program where I still do it where Iām helping people change their habits one at a time and itās called see change.
And itās slow one chain one habit change at a time where Iāll give you a set of instructions and if you follow those instructions youāll have a new habit. And that sounds like certain and easy and doable and it is a lot of people have actually succeeded at but there are also a larger number who didnāt and so though I actually get really curious about why they didnāt Iām like well hereās the instructions I did it.
It worked this person did it, it worked why did it work for you guys right. And so I was really curious I started asking them I started working with them on a closer you know one-on-one basis coaching some of them just because I really wanted to dive into this and as I would give them what likely you didnāt that didnāt work letās try this I give them some new instructions didnāt work. And sometimes they start to ghost me because they didnāt want to face the coach who was like you know get you know like who was the source and the witness of their failure.
So yeah they would just ghost me and like not even talk to me and the worst this with them I really started to understand that there were some deep uncertainties that we have about ourselves. Pretty much all of us have deep uncertainties about ourselves do you uncertainties that we have about our ability to relate to others, to be able to stick to something to be able to handle anything whether weāre going to fail at anything and itās the really the source of why we procrastinate.
Itās the source of why we donāt stick to a habit or if we fall off the wagon of a habit why do we donāt just start again which is like the simple answer like I was doing it for 21 straight days then I missed a couple days because of whatever reason why donāt you just start again right. Thatās a simple solution but there is a deeper answer to why we donāt do that and itās because we have a lot of uncertainty about ourselves and so I started to look into this like I have it itās not that Iām judging them and that Iām free of it.
I have a lot of uncertainty and you know thereās a lot of messiness behind the scenes that you know people donāt realize about my journey that I shared with you guys like it sounds really great because I did all these things. No it was actually way messier than that and I have a lot of uncertainty about myself when it comes to being able to stick to things or deal with challenges and so I can see that it was still in me and it was in others and so I started to explore ways to deal with and to work with this uncertainty about ourselves. And I really the more that I worked with it and I started bringing mindfulness techniques to it the more I work with it the more I realize it was at the core of like everything that I was trying to do when it whether you want us like simplify your life.
If you want to travel if you want to get healthy and fit if you want to like work on your finances be more productive whatever it is that you want to do uncertainty sits at the heart of it and if you can work with that youāve now unlocked a way of working that will help you to deal with like everything in your life. And so Iām like okay well this is really the key but how do you work with it and I felt uncertainty about how to do that ironically of course and about my ability to help people to do that. Because this is not I you know I have some set ways of working with people this is not it and so I started to explore different as I started doing in-person things like the workshop that you went to and that became like a powerful thing like whoa working with people in person was way more powerful than like writing over the Internet you know like who would a guessed right.
Like working with video working with people in small groups like online groups one on one coaching. All of this stuff started to be reveal itself as like different modalities that I can explore from dealing with uncertainty and of course thereās still books and online courses that you take without any kind of personal one-on-one or group kind of stuff but I really believe that the power of like the interpersonal dynamic is the way that we deal with uncertainty. Because that right there is filled with uncertainty so is just stepping into a conversation with someone like you and I are doing right now is filled with uncertainty and being willing to do that already shows like a courage to turn towards with radical curiosity.
I believe at least a little bit right like itās just like a slight opening and that slight opening is where someone like me can just like dive in like okay letās get in there and get messy but if youāre not willing to even engage with someone you already have you already know everything you already know all the things that are wrong with the world and everybody else and youāre not willing to come into a conversation then youāre not going to be able to do any of this work so if you come into a conversation youāre ready and thatās the people who are doing that people like you weāre not only doing this conversation went along with me. But going to places like Portland, Oregon and like this surrender into some crazy guyās meditations and exercises that those are the people who I love working with and so thatās how I find my people.
Jonny: this really touches on something that Iāve been thinking about a lot recently and Iāve just started almost midway through now leading a 10-week course called the startup tribe in London Sports aspiring founders so itās really exciting but something that Iāve been thinking about a lot as we kind of deliver this deliver this content on this on this curriculum is thereās a quote from a Papua New Guinea tribe that is knowledge is only a rumor and to let lives in the muscle. And this is this I think we have all of these kind of intellectual ideas which might be right but the challenge is like how can you how can you put them into practice how can you go from the head to the heart and how can you actually live these ideas and have it all have live in the muscle. And so Iād love to ask you how have you approached training peopleās uncertainty muscles and what have you noticed kind of in the process or what advice might you give other people who are trying to take some of these like intellectual ideas that they get but havenāt quite been able to?
Leo: Yeah itās funny I mean thatās quote is so right on thereās also another side of it that I disagree with but the main part of the quote which is yeah you have to you have to live it you have to practice it right and you wonāt know it until then.
And I think a lot of people like they can listen to this podcast and they were like intellectually understand curiosity and uncertainty and mindfulness but until you actually do it and so this is something that I learned about learning I got really curious about learning at one point and we learned best not just by like reading or receiving information, but first by testing ourselves before we get the information.
So youāre creating like kind of holes to put the information into like I donāt know anything about Papua New Guinea Iād like to go find that right so then you read or watch something about Papua New Guinea and it starts to fill in the holes then you retest yourself afterward and you see where the new holes are right. And I think thatās true of things like curiosity and uncertainty is that when you practice something you think Oh Leo gave me all the information about uncertainty and Iām practicing with it.
But then as I practice I start to see things that come up that I didnāt realize some issues that will come up didnāt realize weāre issues and so then youāre like oh thereās something new that I have to like answer here and thatās when you might come back to Toledo. And say hey Iām having trouble here Iām struggling with this and then I might give you a new practice to do and so youāre going to do this practice to deal with that new thing and then something else comes up and so until you start to walk the walk. Walk down this path youāre not going to see like all of the little details all of the little pitfalls and wonderful things about it as well.
So you have to practice right so what Iāve learned I started a new program called Fearless Training on Patreon where you can join me and Iāll give you some steps to do. Is first of all you have to commit yourself to something right and I like it when you commit yourself to like a group of people like first of all these are people who you want to help you want to serve in this world so youāre helping these people who are starting doing startups in in the UK and theyāre like one of your tribes right there are the people that youāre trying to serve and youāre doing it out of love for them and so you feel this deep love and thatās our why right.
So you have to have a why when youāre going to put yourself into the fire that might not be the right metaphor because it feels really bad but if youāre going to put yourself into the fire of training you have to have a deep reason to do that so that would be the first one is have a why commit yourself to the training, commit yourself to others it could be done to that same group of people or maybe some other people who are doing this training with you. Maybe itās just one best friend whoās going to like do the training with you commit yourself to others because if you donāt youāre just going to let yourself off the hook.
Training on your own is actually an advanced practice that I donāt recommend people like go to the like the world series or the Super Bowl to use American sports as the real cup without ever having played like youth soccer you know or the youth football like start at the beginning with other people holding you in the space so that would be another one and then commit yourself to doing something every single day and there is where youāre going to start to see the rubber meeting the road thatās where youāre going to start to get the muscle memory but youāre also going to see where your patterns are like it in the way. We all have patterns that get in the way of this training.
So thereāll be self-doubts there will be like the rebel in you who doesnāt want to stick to something every single day and wants to go and do something else and be free. Thereāll be the prison who like is meticulous and controlling but then when things go off track then theyāre like the meticulous and controlling thing starts to become get in the way.
So thereās all these patterns that we all have some of them are stronger for others and they will come up for you in this training as you start doing the training every single day something will come up youāll like, like not want to do it and delay it and go and do Facebook and Instagram instead. And so all of these things will come up and when that comes up your patterns are starting to emerge and so imagine youāre like doing a yoga pose and like all of a sudden like it starts to feel really uncomfortable and you donāt want to do it anymore right. Youāre in this pose and your mind the patterns that your mind start to come up where you want to get out of it you want to run away from you want to shut your heart down to it.
You donāt want to be curious anymore right you donāt want to be this uncertainty anymore because itās so uncomfortable so in that moment you have an opportunity to change your patterns from what you normally do which is run, avoid, complain, lash out procrastinate all of these things distract yourself comfort yourself with food and porn and video games and YouTube those are your usual patterns.
In this moment you have an opportunity to be curious about what itās like to stay in the discomfort and uncertainty. And you practice this with me in the workshop where we held our hands over our heads and youāre actually discomfort and youāre actually staring into the eyes of someone else and so there might you have discomfort there as well and in that moment I invite you to stay and be curious about what itās like to not run to not shut your heart down to stay open out of love out of curiosity and to hold the pose. And that is actually radical curiosity holding the pose when you want to shut down and run and so I think that is the magic moment when we can start to shift.
So thatās what Iāve learned and I am still exploring that with curiosity on my own and with others and I actually really, really love learning about this so that magic moment of starting to shift of being able to be curious in that moment I know nothing about it and I canāt wait to find out more.
Jonny: itās so much that I want to implement and the phrase hold the page is something that Iāve woman best kept is like a little mantra since that workshop but knowing so many times when Iāve just yeah itās just kind of come up. And itās like stay there hold the pose donāt donāt run away and there was something that you mentioned about your approach to learning that I absolutely loved you kind of said how you would almost create these curiosity or these holes of your own ignorance or I think about it sometimes in terms of expanding my own kind of circles of ignorance. And youāre talking about yourself in the third person Leo and it made me thank you from Iām reading Leonardo DaVinciās Autobiography and he kept a journal of all of the things that he didnāt know and he would write them down as questions in pages and pages and then just like he would want to go out and seek people out to try and find out the answers and to me thatās such a powerful thing like we think if we if you want to learn something we need to go and take the course immediately. But maybe itās a case of like really getting clear on all the things that we donāt know and finding out where our like where our epistemic curiosity kind of pulls us towards the stronger thatās so thatās so interesting.
Leo: can I pause you on that one for a second yeah sure I see myself and Iām actually named after da Vinci so my plans Leonardo? So yeah so you can imagine we if we all did that like had this list of all the things we donāt know and that we want to know more about there is a part of us that will take that curiosity and this not knowing which can also bring up anxiety of the anxiety of not knowing and wanting to go out and just know it all.
And so we can go out and try and fill ourselves with information and just get all the books we can do all the research online that we can sign up for courses but you know order things on Amazon. And so all of a sudden we have like all of this reading and watching to do and then weāre like pouring ourselves into it and thereās nothing wrong with that at all Iāve done it many many times.
But that isnāt the only way to react to that feeling so I wanted to invite people to a radical curiosity about not knowing of just stopping for even a few moments of just saying okay thereās all this stuff that I want to know about and we can when you get into a new subject like as you start to realize how much you donāt know it can be overwhelming and another reaction is to shut down to that and say itās too much Iāll never learn at all I donāt want to know it and then you move on.
Or and the other very common reaction is just trying to know everything and just trying to like for you know fill in that list of all the things you donāt know about right. But the other one is just to stay there in this radical curiosity of just like what does it feel like to not know and just to admit I donāt know something and it can feel groundless and it can feel very uncertain and unstable.
And itās just like oh I donāt know everything and itās the same thing if you letās say you donāt know how to dance and you walk into a dance class and you have to start dancing like all of a sudden like everyone else around you knows everything and youāre the newbie.
Anytime where you had to be a newbie and just like walk in and show your complete ignorance if you just stopped there and thatās not knowing again you can shut down and walk out of the class you can like trying to know everything and really control it or you can just stay there and just be like what is it like to not know. I think thereās something magical in that of just staying and thatās ānot knowingā accepting that we actually will always have a state of not-knowing.
Even if we acquire and acquire acquired knowledge, weāll still be in a huge state of not knowing there will always be way more out there to learn that we can learn and so this is a permanent state actually is not knowing. And if we can just accept it and be with it and be friendly with it and be curious about not knowing I think that is a change in our relationship with that that doesnāt mean we canāt we donāt go out and acquire knowledge like of course weāre curious weāre going to explore. But also we donāt have to get rid of the feeling we donāt have to feel anxiety about it and we donāt have to shut down when we feel overwhelmed by that feeling. So Iām just giving an invitation people just to pause there if you ever get into that state which we all do I think on a regular basis.
Jonny: yeah thatās so powerful and I think for me kind of itās an act of vulnerability to say especially in a group of other people to say like I donāt know and to not be sure about something or I think Iāve seen it from the startup tribe as well. People are terrified of asking what they feel like might be silly questions and therefore kind of looking just looking foolish in front of other people and this reminds me of one of the things that that Leonardo da Vinci wrote down in his like Journal of questions was why doesnāt a woodpecker get a headache when itās banging its head on a tree right which you just think is such a ridiculous question right.
Leo: no I love it.
Jonny: write down a completely stupid question.
Leo: itās a childlike question.
Jonny: itās a childlike question exactly and it turns out that and biologists later figured out that the woodpeckers tongue wraps its wraps itself around the brain as like a protective shield to kind of protect the woodpeckerās brain and so he actually came to this amazing insight just through asking a silly question. And I think that most of my kind of more interesting insights from asking those questions that feel silly to voice whether thatās with other people or to my journal or things like that. So yeah I just thought I was super interest.
Leo: Yea I love that just admit you donāt know thereās like a big uncertainty about yourself that you might feel when you admit to others that you donāt know and I actually though and other invitations go in front of a group of other people like at that startup a group that youāve formed just go there and just admit like thereās a lot of stuff I donāt know and you know I Iām just going to admit that to you guys.
Because itās like we have this side that we try and present or to each other right like oh Iām this like startup founder Iām doing all these great things you know hereās all my accomplishments and my resume but honestly thatās just a front right like just to drop that front and say be radically honest where youāre just saying honestly I donāt know. I donāt know what Iām doing I donāt know if I can do this I donāt know how this is going to turn out but the ironic thing is that these startup founders who are doing that actually already have taken a leap into great uncertainty.
Anyone whoās doing a startup anyone whoās writing a book or a blog anyone has done a YouTube channel or is starting a nonprofit organization. Running anything putting themselves in any kind of new situation is already taking a leap of radical curiosity leap into radical uncertainty of groundlessness.
Theyāve already done that at least once and probably many, many times probably every single day theyāve done that and then in another situation they shut themselves down right they donāt admit they donāt know and thatās normal thatās natural not judging because I do it as well. But we can look at ourselves there and be like oh actually Iāve done it all these other times why not do it as well here all these things that worked for me here like when I started a start-up I decided to leap into the great unknown.
When Iām in this group why not do the same thing right just admit that I donāt know which is a courageous thing to do for sure sorry go ahead.
Jonny: absolutely and I know just what I came into my mind was almost the other side of the coin I think is that when we do sit with those questions and sit with the uncertainty. I think that some part of our subconscious knows more than we give it credit for and whenever Iāve kind of had decisions to make or if thereās questions that Iām unsure about if Iām able to almost sit with a question like Iām kind of dropping it into a well and then paying attention to work come to the surface sometimes thoughts or answers arise. Or even maybe I realize that Iām asking the wrong question and itās like reframing that question but I think that um I know that I spend a lot of my 20s Iām 30 now so I can say that in my twenties. Iām kind of seeking out these mentors and these gurus and always looking for the answers for things without appreciating that often a lot of the answers to the real questions I kind of already had insight to some extent and it just requires like you say sitting with the question and sitting with that uncertainty and paying attention to what arises.
Leo: yeah you gave yourself space I think thatās a key element there that a lot of people donāt do itās like giving yourself a little bit of space to just sit there without it without the answer I mean like you said itās in you already maybe.
Thatās not a 100 percent of the time but there it could be in you and you could just give yourself space to sit there and just like in the space Iām not knowing space of curiosity and just see what comes up and sometimes youāll have a moment of clarity and youāll be like oh had the answer all along. And then sometimes itāll just be a question that comes up and you were like okay now I need to pursue that question and thatās where the answer will come up right and then sometimes you youāll just be completely blank.
But I think what you just demonstrated like is this great trust in yourself and whatever comes up thereās an intuition there maybe is this intuitive knowing maybe thereās knowledge that youāve gained just from collectively soaking all the gurus and books that youāve talked about and it just needs to like you know adjusted like bubble up and then finally something the wisdom thatās like the collective wisdom of everybody else plus the inherent wisdom thatās you will come up. But whatever it is whatever is because we donāt know whatās going on in there.
Whatever that comes up you have like a trust that something will come up even if itās just a question even if itās a blankness but a lot of times itās actually an answer right and that trust is something that most of us donāt afford to ourselves. And I think itās amazing that youāre demonstrating that.
Jonny: so thereās a couple of other things that I was super curious to touch on and one of them was I remember watching a and I think it was cool a no-holds-barred debate with you and Tim Ferriss on the idea of abandoning goals which I feel in my opinion I feel like you clearly won. I think yeah I think it was obvious, I think people kind of myself included feel that letting go of goals is certainly a scary and uncomfortable thing and itās completely against the mainstream culture and a lot of people are like why would you even want to let go of goals that great. Goals give me this like reason to get up in the morning and so what in your like firstly kind of why did you come to this idea and what would be a potential upsides like ditching the 5 step plans and fixating on these 12 month goals what kind of brought you to this.
Leo: yeah I think first of all just in fairness to Tim I think weāve found in that conversation a lot of common ground it was just like different ways of coming at it. Yeah we didnāt we didnāt have enough disagreement in the end but yeah how I came about it was I used to be really the goals I mastered a lot of systems where it came to goals and what I did was I planned out this year like all these things I was going to achieve. And then everything that I was going to do each month and then everything I was going to do break it down by a week and then just what I was interested a to further my weekly goals.
Right and so I started doing that I really like I was really on top of it I was like nailing this plan and then things would come up that just disrupted it like out of my control completely out of my control be like waking me up to the fact that Iām not in control of the world.
That would be one and that other things would come up that would be like an incredible opportunity and I realized through that just happen over and over that if I followed, stuck rigidly to my plan I mean passing up every single opportunity that came my way that you canāt know whatās going to come up when doors are going to open who youāre going to meet in the conversations youāre going to have what ideas are going to bubble up through the course of your learning.
And as you start to walk the path you canāt know what other path will start to open up right and so as I walk this like I was rigidly trying to stick to this plan I started realizing I was ignoring everything else in favor of this thing that I had come up with way back when I didnāt know anything. Like I knew any of this stuff and yet right I under some kind of illusion that this plan is still the best plan for me.
And so like I started to realize that halfway through the year and Iām like okay why am I sticking to this plan when itās obviously not the best plan anymore and it totally ignores everything that Iāve learned all these new opportunities all these disruptions that have come up and I just decide to go with the flow of it. And so I started going with what I was passionate about what I was curious about all of these things I started opportunities that came up new people that I met and so I just started to flow with that and I would started making plans around that.
And all those plans started getting disrupted anyway by the end of the year I just like had to surrender to life because it was like I canāt control any of the stuff. I canāt even control myself on a day to day basis letās surrender and if this doesnāt work and Iām the master of like putting things into action. If I canāt do it like I canāt expect anyone else to do it and Iām writing about goals and productivity systems and itās total bullshit and I donāt believe it anymore and so what else is there and that gave me this basically the woodpecker question like this isnāt working what does work?
And it was just a childlike question for me that I was like oh like actually I donāt know I donāt know what works and so I started to explore it like what happens if I donāt have goals okay could try that I can try this.
And honestly Iām still exploring without knowing the answer I still use, what I found as goals can still be useful more as like okay hereās something to shoot for like hereās a target down the road. Itās like letās try going to down this path towards that mountain but itās just like an initial destination that you choose and sometimes you can rigidly stick to that destination and get there and that can be awesome.
And other times you can be like you know what if youāre chucking in and youāre honest with yourself and youāre curious if youāre checking in and you say you know what this is no longer the destination that I really want to go to it Iām just going to like kill myself going there and I donāt even care about that anymore and so allowing yourself to be fluid and flow moment to moment day by day month to month is just constantly checking in with yourself and saying what does my inner wisdom the thing that you talked about tell me is best right now?
And itās just course adjustment itās new iterations of those goals and I think there is lots of ways to incorporate goals that would allow for that course adjustment so Iām not saying you have to abandon goals but
I actually think itās a really useful exercise in radical curiosity and uncertainty to let goals go for a little while at least and see what itās like just to go a month without goals.
And so challenge yourself to that, if you say like Leoās totally full of it like you then you know the answer right and so you shouldnāt even be listening to this podcast but if you can admit that you know the answers to everything like try this out and see what itās like be curious but at the end of it maybe youāll have learned some new things about yourself about going with the flow of things about opening each day and setting a new intention and seeing where that leads you.
And I think thatās actually an incredible use of radical curiosity is just allowing yourself to be more open to what comes up.
Jonny: so much of that resonates with me and I feel like maybe one of the reasons that I loved Zen habits like a few years ago was because I was so I was also in that very goal obsessed driven kind of mindset. And I think that one of the one of the realizations for me recently has been like asking the question to what extent does grasping hold of these specific goals lack a sense of surprise and the miraculous.
And I love this idea of now that Iāve turned 30 Iām like what intentions can I set or can I set the intention to be living a life thatās almost more wondrous than my current self can conceive in like six monthsā time or like a yearās time. And one of the one of the insights that came to me was through reading the Gita and I wrestled with this idea of kind of ambition and success for a while and thereās a story there where Krishna talks to the kind of protagonist worried Arjuna about the idea of ambition and separating ambition into on the one hand having these like noble aspirations which I feel like there may be these kind of positive goals that you can set yourself. But separating that from the grasping and from the like attaching yourself onto the outcome. And that has been so interesting for me and like looking at the different intentions that Iāve set and whenever I do start to grasp hold of something itās usually a sign that thereās going to be some kind of like suffering down the line quite shortly. Have you noticed yourself going into kind of like a goal grasping wine set and like how do you react when that pops up?
Leo: yeah I do it all the time honestly I grasp and I attach all the time it is absolutely a good sign for me that I need to like pause and get curious. Yea, so I donāt have like a system or anything like that for noticing but meditation really helps and also checking in with myself during the day.
Something Iāve been doing more often is just noticing whatās going on inside of me so thereās just kind of like even closing my eyes turning inward and just noticing like am I tense right now am I really agitated am I frustrated am I feeling a lot of groundlessness a lot of uncertainty whatās going on.
And a lot of times I can notice okay oh Iāve just got become fixated with something I just like picked up a book and all of a sudden like whatever the book like instilled in me some kind of image that I need to like attain all of a sudden Iāve become obsessed with obtaining that image that wasnāt even in my head like you know before I took that book up.
All of a sudden itās like my whole life all right and Iāve always had grasped and fixated on that and so thatās like a good like oh Iāve become fixated on this. Yeah absolutely itās good to check in with myself and just notice like when thatās happening and how thatās manifesting in my body and what actions Iāve been taking what effects itās having on my life sometimes itās actually positive.
So like fixating on something for a little while I can actually move towards something I just opened up a book yesterday Iāll just share it with you called desk-bound. People are going to be watching the video but itās by Dr. Kelly Starrett whoās the founder of mobility workout of the day with mobility wide. Anyway itās all about sitting and standing up to a sitting world is the subtitle.
And itās all about you know itās basically about our body mechanics and how weāre ruining that and so all of a sudden Iāve become fixated on like getting the right routine for body mechanics and Iām way off for that right now. Itās long ago but thatās a little bit of a fixation right now but iāve gotten since yesterday but actually I think itās a helpful fixation right now as I check in with myself.
Actually itās good to move towards this so a little bit of a fixation here is good if I allowed it to grasp so tightly that it would cause suffering and like also take me off track of my work that Iām doing in the world I think that would be a problem. So just looking and seeing how this is showing up in the world but also I can as you reminded me with the with the Gita I can see is this more of an intention to try and move my body in a way thatās more in alignment with health. Is it an intention for health and love or is it a fixation on the outcome of having this perfect body, perfect health perfect everything right?
And honestly I donāt know what that outcome looks like and Iām not fixated on that Iām not attach to the outcome. I am a little bit fixated on the moving on doing the actions to like find out more Iām walking the path sure so yeah thereās definitely a strong intention here and so just exploring that I donāt really know the best way to move through it. But I feel like itās okay right now and I havenāt learned to recognize signs when it is becoming more harmful and destructive usually when I start beating myself up thatās one good sign or lashing out at someone else if like I if Iām really hard on other people judging other people.
Thatās often a sign that Iām clinging too much in a harmful way so harm for myself and harm for others harm for the work that Iām doing in the world those are good signs. And that I need to like okay check in with myself and be a little less attached to the outcome yeah.
Jonny: yeah well I think thatās a really interesting segue into kind of the last a question that I had which around them youāve written some a really interesting place around the case against optimizing your life and you wrote that such a perfect life would suck which I thought is hilarious.
I literally laughed out loud when I read that and this idea that optimizing is a distraction and to me when I first read it, it almost feels a little bit counterintuitive given kind of a story that you just shared about the last you know decade of your life. So could you maybe clarify a little what your insight around life optimization and life hacking was and you know what push back did you get from people about this which I imagine they were probably was some.
Leo: No, you know what actually I thought there would be pushback because I thought people would see I thought people get defensive about the what theyāre doing and maybe theyāre they did and they just didnāt reach out to me. But the feedback Iāve gotten is all been positive so yeah I mean absolutely Iāve spent a decade of my life doing a lot of things around optimization and you might put me in the same category as people like Tim Ferriss and all of the people who have done like you know the quantum self-movement.
And all of the self-improvement all the life optimization people you could definitely put me in that camp because Iāve done a lot of the same thing that outwardly I think it looks a lot like that and inwardly sometimes too Iām not trying to like say Iām not like that.
But I have seen weāre trying to optimize all the time itās like you start to create systems for optimizing your health, your productivity and everything else about your life right. And then those systems have to include something that to measure it and some kind of metrics and it has to have some kind of reporting.
So thereās a lot of actually overhead and admin work that goes with it right and so youāre constantly looking for the best tools the best apps and that comes actually a huge part of your focus is just focusing on all of the things that are going to actually manage the optimization rather than the optimization itself right and I like for my website for example when I first started Zen habits I was like really wanted to grow my audience.
Like thatās a great thing I want to spread a good message in the world right and so how do you do that so you have to like get some kind of tracker and you have to look at those stats every day and you just see what youāre doing to optimize growth right. And then all of the things that youāre doing to optimize growth become the focus rather than trying to spread a good message in the world right.
And so thereās a lot of overhead and Admin stuff to that and all of a sudden all of the things to grow all of the activities for growing become what fills my head and the focus of what Iām doing and my heart now all of a sudden because Iām fixated on the outcome and not focused on the intention my heart all of a sudden is now away from the people that I care about on to the metrics that I care about on all these other things.
But yeah like imagine like you could optimize everything like you could optimize your health like I could eat the perfect food every single day right okay. So Iām going to eat these greens and protein every single day and thatās going to be my optimized help and I can eat them at exactly the right time so that I can interment it fast for you know 16 hours a day.
And Iām going to have the perfect setup for my work and Iām going to have the perfect routine for my work the perfect meditation that you in the morning and in fact Iām going to have everything like my relationship. Iām going to have hereās my wife time hereās my kid while Iām there Iām going to do the exact perfect thing with them all of a sudden Iām going to be like a robot like walking through the light world doing everything exactly right and in fact I think thatās not optimized and you could say well then optimization isnāt that itās actually this.
And itās like okay Iām going to have day A be this day B be this day C and then itās going to be optimized with variety right. And I think that would be like the most controlled boring thing possible and so like whatās the alternative radical curiosity to be honest.
Itās like walk through the world like of course I want to be healthy, of course I want to be productive and of course I wanna have good relationships and I want to do all of these great things uh well how do you walk through the world not knowing whatās the best way to be productive because the best way to be productive today isnāt necessarily the best way to be productive tomorrow and right honestly then I can also ask myself is productive the goal or is that just a tool to get me to the think that I deeply care about and so that like all the optimization is actually just a tool for something at the end and whatās this something at the end.
And thatās the thing that I think we need to start to focus more on is that itās that loving intention that you talked about that the Gita talks about itās actually the one of the words that use is devotion like devotion to a god if you want to put it that way.
But really devotion to something that you care deeply about I donāt know if the connection is breaking up but itās about caring deeply about something and that cannot be optimized the thing that matters the most in the world canāt be optimized and all we can do is pour ourselves into it and ask ourselves what is it like to go into this thing that that matters the most which is really love for ourselves for others for the work that weāre doing for the world for this miracle that we call life and just completely being in love with all of it. That canāt be optimized and so yeah I really believe that optimization is completely just Derailing us from what really matters.
Jonny: I absolutely love that and for me what comes up is when we have this kind of what we think is this optimal life it lacks surprise and it lacks gratitude often as well. And for me Iāve been kind of going through some of this process as well and it feels like to be the the neat optimize for me kind of comes from the place of fear and I think it comes from a place of control.
And itās like itās almost like afraid of what might happen if I let things come if I open myself up to the conversation itās like having a conversation with the world but youāre doing all the talking youāre not listening to whatās coming back to you. So peaceful and that makes so much sense so Iām um Iām conscious of time so just kind of a couple of questions to wrap up firstly where can people find you find you online on patreon and could you just give them a little very brief bit about the mission there and why they should come in and join the Fearless training program.
Leo: yeah so you know the website is Zenhabits.net thatās the main place and then patreon the program there is called fearless training program and itās on patreon.com/Zen habits and the whole thing is that if youāre again. If youāre doing a start-up if youāre an entrepreneur if youāre a creative type of any kind if youāre anyone whoās who is putting themselves out there in the world is starting up anything an organization you are putting yourself into great uncertainty out of love for something that really means a lot to you otherwise you wouldnāt do it you just do what everyone else does right.
And so youāre putting yourself into this place and then what happens in this place a tremendous uncertainty that weāve chosen to put ourselves in is our patterns start to come up patterns again a procrastination of complaining of lashing out of people of trying to control everything which is the optimization part of it. Of yeah comforting ourselves with all of our distractions and unhealthy things all of these patterns and many more come up and they get in the way of us putting ourselves mindfully and joyfully and gratefully in this space of uncertainty.
And being there enjoy which is really what weāre looking for right, so how then when these patterns come up do we start to shift them and so Iām offering a training program for shifting those patterns. Because I found itās actually really hard and itās basically the short answer is holding the pose, but Iām starting to figure out whatās the you know optimal whatās the best way to help people to stay in that training of holding them. Creating a container where we can hold each other because weāre all doing it together hold each other in this space and youāre doing it with your startup community you guys have come into a space together. Where youāre holding each other in uncertainty and curiosity and that is a powerful thing. Doing it on your own is possible but again thatās the world cup you know thatās like okay letās get there after weāve done the training together at the earlier stages right. So and so thatās what weāre doing together and I found some things that are working and as I work with people again with a radical curiosity honestly I donāt know the optimal way to do any of this stuff and so as Iām doing this actually all kinds of questions come up for me questions come up for them and weāre exploring this together in not knowing in uncertainty.
And Iām learning a lot actually Iām and Iām stretching myself as well this is a whole way for me to stretch and everyone in the program is stretching themselves. Itās a way to like the cave Iām fearful to be in a program like this with people Iām a fearful to join a small group Iām fearful to put myself out there Iām fearful to get on a call with people. All of these things are when you notice that thereās something thatās fearful about you thatās the time to like go into it dive into it and hold the pose a little bit. And youāre going to stretch yourself and you are going to find your patterns and they will come up in ways that you might not like. And thatās a beautiful, beautiful thing and so yeah this is this is like a group of a hundred and Iāve like 60 some people who already have committed to putting themselves into this space. And I think itās such an incredible thing that people are doing that and the answer is at the end of it we will have stretched ourselves. We would have shifted some of these patterns and we will be able to put ourselves into this uncertainty with gratitude mindfulness and joy which I absolutely loved. So yeah if you can do that with this kind of training youāll be able to bring that to all areas of your life.
Jonny: yeah itās absolutely fantastic so I spent some time kind of reading through your pipes and the Q&A is in the videos I think itās just so wonderful what youāre doing. And Iāve really drawn some inspiration from it for from the someof tribe as well and itās funny what you were saying about like feeling fit as a someone leading this as well Iāve definitely felt that leading the Startup tribe like I turned up with this group full of full of 40 strangers and I was so, so nervous like I was really, really quite itās good but I think kind of going into it at some point during the first weekend seeing their excitement and their eagerness it almost the fear kind of alkalized into excitement and I realize this itās the same energy itās just like the story that Iām telling myself about the feeling. And yeah so itās so so great and this is also quite a nice well this whole conversation is and I said great today the final question that Iād like to try and wrap up these interviews with.
Which is a quote from Rilke but has been Iāve just thought about a lot and the quote is be patient towards all that is unsolved in your heart and try to love the questions themselves like locked rooms like books that are written in a very foreign tongue. Live the questions now perhaps you will then gradually without noticing it live along some distant day into the answer. And so with that in mind what is the question that youāre living yourself right now and what question might you leave our listeners with.
Leo: thatās so good and Iām feeling uncertainty about choosing one question. Thereās so many questions that that have been coming up for me. So I talked about that magic kind of moment where you are facing like tremendous difficulty uncertainty and discomfort and you really want to shut down.
So this is a lifelong pattern for me is shutting down my heart to the moment to the person in front of me to my wife, to my kids to new friends when I hit this spot of resistance of discomfort like when I hit my limit right. And we all have our edge so I shut down my heart and I donāt want to do it anymore I want to quit I want to go away I want to like this is stupid right.
So my question then is like at that moment what is it like to just stay keep your heart open a little bit longer yeah just keep your heart open.
This is about not having the barriers that we have and you youāre doing it with the Startup Tribe you. You go out there and lead in the middle of fear and keeping your heart open to that and you havenāt shut down to it and thereās a way where you could go and be in his meetings and still be shut down but knowing what I know about you I believe youāre going there with an open heart and just being open and curious about the people there and that is keeping your heart open thatās not shutting down.
And there will be other places where like itās too much for you and youāre going to want to shut down like maybe thereās going to be someone who comes there and theyāre triggering you in different ways we always have people who trigger us in different ways.
That moment like you want to shut down to this person there will always be edges in different areas of our lives so the question then is what is it like to keep your heart open for a little longer and not shut down.
Jonny: thatās beautiful thank you thank you so much so yeah this was a really incredible thank you so much for taking your time and we will wrap the show with that thank you so much.
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