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Paul Millerd

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2023-11-19
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2023-11-19
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  1. Amazing. Keep going on your path, too. I'm really inspired by how you're approaching your path and sharing your reflections too.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  2. I don't know. I'm so bad at asking for help. I think if you want to share my book, that would be cool because it is pretty neat to make money doing something from something I'm really proud of.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  3. Yeah, so I've been compiling a lot of my more recent stuff under PathlessPath.com that will link you to my podcast newsletter community and book. And I'm always willing to gift my book to anyone in the world who wants it. Just email me. I'll even send you a printed copy if you don't have the money to do it. And I'm always happy to send bulk orders to people that want to gift it and do book clubs or things like that. And happy to send it at the author rate, which is about $4 per book. And yeah, what help? I think. I am starting to explore the potential of selling my strategy you business or finding an owner operator who might want to get some sort of profit sharing or something like that. It'd be interesting if there are former consultants that might be interested in something like that.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  4. Yeah, I didn't start getting podcast feedback until the last two years when it started growing a lot more. I was sort of just doing it into the void.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  5. Yeah, it's also like do it for the sake of itself. It for the Creative Act. The Creative Act can be super meaningful in and of itself. I've lost money in my podcast over the lifetime of it. Love it. I don't care. I'm going to keep doing it.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  6. Free and you can send it to everyone in the world podcasts and newsletters are incredible innovations. Let it rip. You had to get permission to do these things ten fifteen years ago. It's so great to be alive in today's world.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  7. Yeah, I think if you want a podcast to make money, it's probably not something you should get into. Like even if you have an audience, it's probably not the best. I think if you have a massive audience, it can work, but it takes a really long time. Like podcasts is the ultimate long game. So you need to find some intrinsic connection to what you're actually doing. If you don't love the conversations or the format you're doing, like don't do it. But yeah, I would recommend more people start podcasts. I'm against like, the New York Times says there's too many podcasts, but I take the opposing view. I don't think there's that many podcasts. If you ask people in their personal life out of tech bubbles, how many people in your life have a podcast? Now, in Austin, a lot of people have podcasts. But yeah, most people don't have a podcast. Even if you do something like interview parents or anything, like it's such a cool, creative thing. It's free.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  8. One, coming alive over getting ahead. That's something I keep coming back to. Default skeptical of chasing achievement. I use this to remind myself that it is about that personal energy versus extrinsic outcomes. I'm very convinced from my own life experience that the extrinsic outcomes aren't going to do a ton for me. Sure, I need to make enough money, but When I'm in extended states of feeling alive and connected to everything I'm doing in my life, that is, that's it. And I basically repeated this mantra to myself right before rejecting the book deal. Like, I did not feel good in the conversation with the people. They talked down to me. They told me that I probably wouldn't succeed. And it's like coming alive or getting ahead. Don't need their prestige.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  9. Yeah, yeah, we have that one too. We've brought that around the world. That's been super convenient. And then more in the tech side, I just got into the eSim game. That was amazing. And then like chat GPT, I just created my own GPT to do podcast show notes automatically. For me today, took me an hour to train it and it is like incredible. So that's amazing.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  10. I'm always curious about what makes you come alive. I want to work with people that are alive and connected and inspired. So the two people I'm working with right now, one's a podcast producer in Poland, but he's doing a bunch of other stuff around video and he's like super energized, used to be a lawyer reinventing himself. The other person is also a former finance person in India, and she's two years into the self-employment journey. She's like writing and exploring all these ideas. Yeah, I'm always looking for that energy first and skills second.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  11. I struggled to answer this because I'm not watching much TV. I did watch the Anthony Burdain documentary. That was excellent. That like talk about a pathless path and the ups and downs and the struggles and the dark side of it. Man, that person was bringing forth what is inside of him and grappling with his demons at the same time. That was a powerful story worth watching.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  12. Yeah, one is called the great work of your life sounds like a cheesy title, but that's actually a good resource for people that want to hear about people from history. Over the past several hundred years, different eras of people that really did design their life around work And it was really interesting, and that was a great book. A second book I'd recommend. I actually really like Luke Burgess's book, Wanting. That was another great personal story slash deep dive into a nerdy topic. That's like my favorite kind of book. That's the book I wrote, which was like personal memoir plus nerdy deep dive. And Luke Burgess's is really good too. More from a tech perspective because he went down the startup path as well. But that's a great book. That was my favorite read of the year.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  13. Like, I'm friends with people that work at restaurants and work part time and work weird schedules and work nine months of the year and take three months off. And now it just feels so much more normal what I'm doing. Because before all I knew was full-time workers because I was working all the time. That's all you're surrounded by. So yeah, try to find the weirdos.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  14. So I'm very committed to creating resources for people around this. My podcast is all conversations of people on an unconventional path and sort of the inner game of work. And I don't talk about tactics and outcomes as much as really just like, how does it feel? How'd you deal with that? Things like that. And so I do that in my newsletter, my podcast, et cetera. But yeah, just like find people that are on interesting past and ask them about their lives. One interesting thing I've had happen to me over the past few years is I've just met a much more wider diversity of people.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  15. Think the key thing is that doesn't get talked about enough is. It might be hard and it might suck. But it might be worth it. And I think that's a hard reframe for people because people will say like, well, I'm worried about like not knowing what I'll do or not making money and all these things. And it's like, yeah, I felt like shit after quitting my job. But man, I am so glad I did it because it enabled me to now know that I don't have regrets. About trying this and figuring it out. And a lot of people that do go back to their jobs are so much happier because they know I tested that. I found my boundaries. I need more stability. It's not this like quit your job and get rich pitch. It's very much like. You're somebody that has a sense that there's something more, there probably is, and it might be worth exploring.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  16. Somebody through a full time job. So I think there's sort of two sides to that is like one, most people would hate my life. And too, like the world is becoming more gigified.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  17. I don't buy that because I've met most people and most people are like, hell no when they hear about my life. I think it's an interesting critique. I also think there's a more secular trend of gigification of work. All the growth in the economy from 2005 to 2015 in the labor market came from alternative work arrangements. So if you search David Deming's work on this, it's pretty compelling. Right now we don't really count non-traditional work that well. So it's really hard to get good data on this. But even the way companies are treating their internal talent, it's much more project-based. People are shifting around moving to different roles a lot quicker. And I think that's going to continue. So you could make an argument that people will actually be able to slot into companies more easily in the future. Like right now, companies underexploit the creator economy and the freelance economy because they're so tied to like you have to.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  18. And so, that's sort of taking over. I still have this strategy, you though. So now I'm trying to figure out how to like unwind some of these things. I'm actually exploring trying to find somebody that might want to start their own pathless path, like a strategy consultant that wants to leave that world that wants to be an operator on this business. So if you're listening, I've recently come to terms with like this might be the path forward. But yeah, it's a constant journey of protecting your time, creating that space, going down projects you want to execute, but then stepping back and like, okay, I have all this maintenance I'm doing. How do I outsource this, eliminate it, restart, recreate? And I think this path is really just a commitment to constant reinvention, which is really, really hard. And you shouldn't do it unless you get some satisfaction out of like personal reflection and that journey.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  19. And so the game I was playing was make money from that, like don't focus on it too much, spend minimal time, don't try to maximize for success, create a self-paced course because I'm not interested in making more money in a cohort-based course because I just don't want to spend the time and then use all the abundant time to like write and explore or create podcasts, spend time with my wife, and do all the non-work experiments how I feel and write about it. Now I'm making money from the work I love, which is very weird. I'm going to make, I'll hit soon about $200,000 made for my book, which is like mind-blowing. I published a book completely on my terms about what I love and loved the process of it. It's so crazy. And so now I'm building a community around that. That's really fun. I'm doing the podcast. I have some sponsors around that.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  20. So I actually feel like I'm in this evolution right now of trying to figure out what comes next. So we haven't even talked about this, but I started this business strategy U early on in my path because I wanted to productize my consulting. And one of the consulting projects I loved early on was training people on consulting skills. I did a training program for a consulting firm in Boston. And I was like, ooh, I could turn this into an online course. And that is slowly built and evolved and I do workshops now with companies. And that made most of my money for the first from years like two to five when I started moving away from just like project-based consulting.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  21. Yeah, so I've created a lot of Slack in my life. So, I'd say 95% of my days cannot work. So, I don't do meetings. I don't really have employees or anything like that. I have contractors, but I hire contractors for very specific roles. And I create systems such that we can do it asynchronously. And of course I'll have conversations with them if they want to jump on a call. But I optimize for like people that want asynchronous and work on those specific things. So I'm just very conscious of that. I think one challenge I have now is I've created so many things. That I'm doing a few things really well and then sort of ignoring a lot of them.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  22. As soon as I ship it, I learned about what to do next. And so this is how I started my podcast. I just said, I'm going to do five episodes. I stole this from Tim Ferris as well. I'm going to do five episodes. I'm going to see how it feels. And this is one of these things. Super energizing. I love how I feel after podcast conversations. I'm going to keep doing it. I wasn't aiming at success, but it was like I know I can keep doing the podcast in my newsletter because I had that experience, that feeling from it. But there are things I've tried that I'm like, yeah, not again. A couple consulting and advisory type things early on in my path. I was like, whoa, I need to build in protectors such that I don't take a gig like this again.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  23. The first 10 years of my career, I just kept jumping from job to job. I think I was looking for my current path in job-shaped containers and I couldn't find it. And I just so desperate to like find a really good situation. And there were all sorts of circumstances like bosses who hired me kept quitting immediately after I would join, layoffs, all sorts of random things that happened. They were very weird. And yeah, I just sort of... So, I've been comfortable with trying things and starting new things and experimenting for a long time. And so one frame I have, I call it ship quit and learn, which is what is the quickest way I can ship something designed to quit.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  24. Very important to like dance with your fears and really get in with them. If I'm afraid of not making money, right? Like it's very reasonable that book sales will fall. So I don't know if we can sustain our lifestyle on like what I have set up two, three years down the road. But taking that fear and saying, okay, I'm going to solve that and make that fear go away by getting a job is like off the table. So I have no choice but to like actually just be like, yeah, that fear is going to be here. It's going to be part of my life and we're going to have to just deal with it.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  25. And so the longer I've been on this path, those big worries turned into these like small little daily things that pop up. And I'll sort of have a conversation with my fear. And I'll say, oh, we're worrying about money today. Okay, I see you. Yeah, that's real. Yeah. I don't know if we can solve that. But yeah, six and a half years. Let's keep going. Let's see if it works.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  26. Broadly, though, is some fears don't disappear. So that's a very specific project based fear. Existential fears around health, death, importance, money, they don't really go away. I think The great thing about this path for me is that you can't pretend like they don't exist. They sort of just punch you in the face. You'll wake up one day and you'll have an existential breakdown of like, what the heck am I doing? Is this sustainable? This is so silly. Am I going to run out of money? Next year are my book sales going to tank?

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  27. Because I didn't want to create a job for myself. And one thing I realized is that I'm scared of creating a job for myself. But I sort of reframed the cost of inaction. Like, what's the cost of inaction? It's like if I don't actually hire someone, I'm going to drain all my creative energy. And that's like an existential risk to this path, right? And so that's one example of I'm always thinking about these things. And that enabled me to take very quick action on that. But I think it was helpful to hear from you. You were like, I'm not a community manager. And this is a big aha for me because I launched my community at the beginning of this year. I suck at community management. I'm like not good at it, but I found somebody that actually was good at it. And I was like, oh, there are people that like this and are good at it. So that's one thing. I think more

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  28. But I was listening to your podcast and you were talking about hiring a community manager. And this is actually something I've done in the past few weeks. And I think I was scared to commit to the community.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  29. Yeah, so a big source of inspiration around this is Tim Ferris' fear setting. And he basically forces you to write down what are your fears? How could you mitigate these? But more powerfully, the second part is, and you're framing them around action. And so he reframes like, what is the cost of inaction? And that was really powerful for me. And it sort of exposed like a lot of the costs in the current state of what I was doing. And so actually, I want to thank you. It's funny. You messaged me right as I was listening to a podcast. You were on, I think it was the one with David Perell,

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  30. I feel like that did not work with my parents. But yeah, trying different things. I think I always tell people you need a boomer compatible story for what you're up to. As just like just give them something. Just say, Oh, I'm an entrepreneur, or I'm a business owner.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  31. And I think the root of that is you're triggering insecurities in them. You're doing something they weren't allowed to do at your age.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  32. It's hard too. I think the pull to create a company when you leave a big tech company is so powerful. And what you're saying is sort of crazy. You're saying, oh, I just feel good writing. I'm going to follow that.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  33. I'm going to pay attention to that energy. Something is there. And when I quit my job, I didn't really have a plan for how to deal with that. But I had experienced enough of this positive energy. I was like, I want to chase that. I want to go after that.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  34. So years before I left, and I'm curious if you had a similar experience, I was starting to read personal development books. I was reading Tim Ferris. I was doing these small experiments like coaching on the side, helping people with resumes, volunteering, helping people with careers. And so I was writing too. I was writing for fun on Pora with no goals. All these things make perfect sense now. And even looking back further, I was always tinkering on the internet and all these things fit my story perfectly now. But I didn't know why I was doing them at the time. But each one sort of gave me the confidence to be like, okay, I don't love my day job, but all these random things I'm doing on the side, like writing an article and posting it on Medium and LinkedIn and the people I'm meeting, this is really interesting and energy.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  35. Yeah, and even that, though, a lot of times what ends up on the page surprises you. Right. So you do need a certain sense of openness to let that emerge.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  36. Yeah, and I wonder if you found this too. Sometimes the best way for me to write is to go for a walk. Or to take a couple days off and just sort of reset. Creative work can't be forced. A lot of time. And increasingly, a lot of work is creative work, right? Your work at Airbnb was ultimately creative work. You're creating new products and offerings in a new whole new conception of an industry. You're making stuff up times, like, I think people get fried in these companies because they're not actually given the schedules and the support systems around what actually enables creativity.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  37. And the reason for this is if you've made a mistake, you can actually take action to correct it. But if you didn't do the thing that you're regretting, there's nothing you can do except do the thing.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  38. Think there are surprisingly few stories of that. I think that is people's fear of what might happen. What I've seen in reality as soon as people are without an income or without a job they spur into action. People were far more creative than we give ourselves credit for. Right, like having a child, we have no idea what we're doing when they come up. But it makes perfect sense that you're going to figure everything out because you have to, you have no choice. Right. And so the ingenuity and creativity of people as soon as they sort of like bet on themselves and go off into the wilderness is far more than people expect. And it also has to do with regrets. People do not regret the things they do. They regret the things they didn't do.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  39. But compared to being in business school, people thought business school was way better of a path for me. People were judgmental in my path, critical of my path, insulted me, projected their insecurities on me. How could you do this is so crazy? What's your plan? So coming up with these reframes is super powerful. One powerful one that worked for me was considerate a gift from your former self, right? So on the consulting path, I did like it for a while, but at the end I didn't like it. I was sort of just grinding through going through the motions. I was good at it, but I really didn't want to be doing it if I had choice. And so I earned a decent income doing that. So would I gift that to my future self to be happier? Yeah. So now. That I'm in the present receive that gift and be like, oh, thank you, former self, for working that job.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  40. Yeah, I love this. I think this is something I've been thinking about a lot lately, and I've actually been trying to write something around this, which is that like naming what you're spending money on or coming up with agreements like that, you're sort of like saying, this is money I'm investing in my life MBA. Because if somebody says, I'm going to Stanford Business School, generally you'll receive positive praise. Oh, that's awesome. But what they're really doing is not working for two years and spending 150 to 200,000 dollars and not earning a salary. And then to me, it was really interesting to look back at my path. Now, the first three years of my path, I broke even

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  41. Because a contractor is very easy to fire, you can fire a contractor in a day. So if the company's struggling, boom, you're gone. Right? And so there is more risk, but if you're sort of known in the company, it can actually be a somewhat stable path to create more space in your life. You say, hey, I want to work three days a week. I want to be a contractor. Here's exactly what I want to do. Are you open to this? You can develop a relationship and they can ask you to work in a certain place, but they don't have control over where you work.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  42. I've talked to so many people at this point. I've seen all sorts of things. I've seen people move abroad. I've seen families with kids in a mortgage sell their house and decide to live in a RV. I've seen people dip into their retirement. I've seen people apply for grants and get those. I've seen people apply for loans. A big move that a lot of people do is turn their current job into a contract job. Which a lot of employers are a lot more open than people would think.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  43. But this year, I'll make more than I ever made. And that is mind-blowing to me because every single day of this year has been absolutely delightful. I've spent abundant time with my wife and my daughter. And yeah, it's so crazy. Now, if I had stayed in my previous path, I'd be making a lot more than I make now. But that path was not viable for me for like. I'd be so frustrated right now if I had to like go back to work. Like in eight month old, like I know you have a four-month old, wait till eight months old. They're like so fun to hang out with.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  44. I think it's easier to make money in a sustainable long term way doing stuff you actually like doing. That sounds so simple, but like it actually would have been really hard for me to stay on my previous path. Now, in my case, it was not until my fifth year that I came close to the salary I left. For the first three years, I really optimized for exploration, creativity, like just like getting to know myself again. I made 50 grand the first year because I was freelancing. Then I made like 30 grand, 24 grand, and then 30 grand. So I was really optimizing for getting to know myself. I dramatically lowered my cost of living. And that is one path.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  45. Somebody sent me an article today about this guy, I think he was a performing artist. He became a therapist. I forget his name, but yeah, I think just the possibilities for reinventing yourself and taking different paths working online, working flexibly, it's way more possible than 25 years ago. It's also going to continue to be more possible. Like all the tools and technology to enable these kind of lives are just getting better and easier. And like especially this week, like chat GPT just released their new GPTs. I was playing with that today. And I'm like, oh my gosh.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  46. Do the open calendar anymore now that I have a daughter, she wins my time over random strangers booking. But if people want to send me questions, I'll always answer them in text form.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  47. Think meeting others so in exercise I'll have people do if they're curious about this. And for the most part, I don't want to convert people that like what they're doing and like traditional jobs. But a lot of people are curious. And I say have a path expert conversation. Reach out to somebody sort of like a podcast that's ahead of you on a similar path and just send them a message and say, hey, really thoughtful message say, hey, you're on a path of years ahead of me. I'm really curious about this. I don't have people in my life that have done things like this. Can I just like pick your brain? If we can't jump on a call, can I send you a list of questions? Most people will agree to that, especially the latter if they're a writer because writing is just enables them to come up with new ideas. So I'll always agree to do the written questions.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  48. I would say if that's their reaction, it sounds like they have an insecurity around work. So I would interrogate that first. What is the implicit story they have about how much people are supposed to work and such? Yeah, I don't know if it's a good employer strategy. I think a decent amount of people would leave Like, I know Intel, I have friends that have done the sabbatical Intel. You get like six weeks after seven years. Maybe after seven years, they're like a bit burnt out that like they don't have enough time in those six weeks to unwind. But yeah, I think getting creative, especially now that remote work is so much more common about these opportunities to let people become the people they want to be. People leave companies because they don't see a path to be the person they want to be.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  49. I think for me there was like the initial unwinding after six to eight weeks and then like a deeper unwinding after probably like two to three years.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source

  50. Yeah, and I think people will say, oh, you can do that because you work at Airbnb. Or, oh, you can do that because you, I've talked to hundreds of people. So what I did before the pandemic for years was I opened up my calendar every Wednesday and I said, anyone that wants to talk to me about work can talk to me about work. So at this point, I've probably talked to 500 plus people about their relationship to work. And yeah, the reason that's not surprising about what happened to you is it happens to like almost everyone. The sabbatical is almost the, it has like a 99.9% approval rating. I talked to one person. She was like, I took a sabbatical. I stayed at home. My husband was still working for two months. I couldn't wait to go back to work. I was like, cool. You're the first person I met that didn't get anything out of a sabbatical.

    2023-11-19 · Lenny's Podcast · Redefining success, money, and belonging | Paul Millerd (The Pathless Path) · IDENTIFIED FROM THE TRANSCRIPT · source