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The Pathless Path: Imagining a New Story For Work and Life

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keeps many trapped in a pseudo‑freedom where one is free from absolute oppression but not free enough to act with a high degree of agency (but has given us the freedom to earn money and spend it as we please, work in different fields, and have some control over our lives). I was still searching for that elusive dream job and had not yet considered becoming self-employed.” makes commitments (to a type of work, ways of living, creative projects, or a “conversation” with the world; finding ideas and principles worth committing to and seeing where you end up). Ikigai 2.0: A Step-by-Step Guidebook to Finding Life Purpose & Making Money Meaningfully (+ Bonus Workbook) a series of decisions and accomplishments needed to be seen as a successful adult (these vary by country, but in the United States, we refer to this as the ‘ American Dream,’ which means a life centered around a good job, owning a home, and having a family).

Often there is an assumption that "follow your passion," should end with "to a lucrative career," insinuating that the only place worth following your passion would be to a new job. The Pathless Path challenges this assumption through first principles thinking about what a job or career is and how it fits into your life. Then, after a fundamental reframe of where a passion might lead, and why we might want or not want that, The Pathless Path goes on to detail a methodical means of finding out what your passion is, and whether or not you actually want to follow it. While I don’t have perfect answers yet for the questions I keep asking, my conversation has somehow turned into a full life, one filled with people, ideas, curiosities, and work that will keep me engaged for many years to come.” Reflect on what activities in the past brought you alive. We should strip away the stories and expectations that are not us and embrace the work we truly enjoy.

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One of my most important is the mantra ‘coming alive over getting ahead.’ I embraced this fundamental shift when I left my previous path, and the mantra reminds me that I don’t want to create another job for myself. When I see an opportunity to make money, scale something, charge more money, or move faster, this phrase reminds me to explore all possibilities first, including doing nothing.” ignoring the shiny objects and distractions (and stripping away the stories that are not our own to remember who we are). For me, testing out different ways of structuring my life now is a win‑win proposition. I’m lowering the odds that I’ll be unhappy in the future all while crafting a life I’m more and more excited to keep living.” An example would be that expectations for a successful life mean that these moments occur should happen before age 35: graduating from school, getting a job, falling in love, and getting married.

Work, Work, Work: An exploration into the history of work and trying to make sense of our current relationship to work around the world and some of the fundamental flaws We stay in familiar environments that are painful because the unknown brings discomfort that is hard to predict. We instead stay busy, adapt to our workplace challenges and get distracted by non-value add activities. I’m not in the business of being a business. I’m embracing the work of building a life and all of the connections that will make that meaningful.” There is no journey. This is it. There is nowhere else. This has always been it. There never has been a past and will never be a future. This is all that has ever been longed for. This is it.” Simple questions from others like ‘what do you do?’ will expose your own uncertainty and can feel like a death blow to the soul.”

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Tells the story of Kevin Durant chasing a championship and after he eventually won one, felt unfulfilled. Accomplishments don't bring lasting happiness and even after each achievement we still continue to ratchet up the next goal and continue which is why maybe disappointment is a way to re-evaluate what success means. Re-orientating to different goals like feeling alive, helping people and meeting one's own needs meant Paul wasn't competing with anyone else. This increased the odds of him continuing his journey on the pathless path. When you find the work you want to keep doing, what makes it meaningful is that you are drawn to do it for its own sake.” curiosity about who they might become (if they embrace discomfort and are filled with a sense of urgency that says, ‘if I don’t do this now, I might regret it’; when I learned to be guided by my curiosity and pay attention, I started noticing that answers would spontaneously emerge as a byproduct of living my life; when people have time, they try new activities, revisit old hobbies, explore childhood curiosities, and start volunteering and connecting with people in their community).

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