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

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

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

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We are living in a time when it’s possible for more and more people to design a life in which they can thrive. Yet many look at that possibility and say, “no thanks,” because it means discomfort, uncertainty, and a higher risk of failure. People become aware of their own suffering. Often we don’t notice our drift into a state of low‑grade anxiety until we step away from what causes it, as I noticed the first day after I quit my job and realized I was burned out.”

The author interviewed multiple notable people in his book and found that each person worked hard to bring forth what was inside them - they worked hard to protect their time to focus on what mattered. We should be resolutely faithful to what we are. Making life changes requires overcoming the discomfort of not knowing what will happen. Facing uncertainty, we make long mental lists of things that might go wrong and use these as the reasons why we must stay on our current path. Learning to have a healthy distrust of this impulse and knowing that even if things go wrong, we might discover things worth finding can help us open ourselves up to the potential for wonderful things to happen. When making your content or pursuing your creative outlets. Remember to remind yourself who your core audience/supporters are. Once you work this out you should focus in on what makes your content great for your target audience.Paul looks at how the current generation enter the workforce with high expectations that we want work to be meaningful and fulfilling. It's high stakes when an entire generation of workers not only thinks that work should be the most important thing in their lives, but also that it should enable them to thrive in all aspects of their life. In our daily lives we should try to exist at the "frontier" of reality - by not pushing torwards our "frontier" we risk missing out on a "deeper, broader, and wider possible future that's waiting". The more experiments I’ve done, the more comfortable I have become, and this gives me more freedom to try new things without being afraid.

For most people life is not based on all-or-nothing leaps of faith. That’s a lie we tell ourselves so that we can remain comfortable in our current state. We simplify life transitions down to single moments because the real stories are more complex, harder to tell, and attract less attention. The headline, “Quits to Live on a Sailboat” seems more impressive and is easier to talk about than “Couple Slowly and Purposefully Tests Out a Life Transition while Aggressively Saving Money Over Five Years.” As a result, we hear fewer of the real stories, most of which include some kind of prototyping. ” My story is not one of courage, but of pragmatic and safe experiments, experiences, and questioning over several years. This approach, one of prototyping a change, is not only a better way to think about taking bold leaps but is quote common across many people’s stories [of doing so included in the book]. ” My Top 3 Quotes Andrew Taggart believes that crisis moments lead to "existential openings" that force us to grapple with the deepest questions about life. He argues there are two typical ways this happens. One is the "way of loss", when things that matter are taken from us, such as loved ones, our health, or a job. The other path is the "way of wonderment," when we are faced with moments of undeniable awe and inspiration. As I started to feel better, a different kind of energy showed up in my life. Professors Richard Tedeschi and Lawrence Calhoun have suggested that many people who face crises often experience "post-traumatic growth" and that this manifests as an "apprecaition for life in general, more meaningful interpersonal relationships, an increased sense of personal strength, changed priorities, and a richer extensial and spritual life. On the pathless path, the goal is not to find a job, make money, build a business, or achieve any other metric. It’s to actively and consciously search for the work that you want to keep doing. 📒 Summary + Notes Section 1 - The Default Path Chapter 1 - Introduction Through his experiences and personal journey, Paul forms a set of ideas and principles that guide him from unfulfilled and burned out to a life that is true to himself The Pathless Path was a cerebral and thought-provoking book. As I got closer and closer to the end, I took longer and longer breaks in reading to daydream and think about my work and life. At the end of the book, there is a short summary of the main points, but I was so thoroughly on my journey of implementing what I learned that I almost did not read the summary because I did not feel I needed it.Paul starts trying different jobs - interviewing people about Allbirds, helping a professor launch a non-profit in Boston. Paul moves to Boston to reduce his living expenses as NYC. Paul enjoys the newfound freedom and ownership over his life. the trap of prestigious career paths (instead of thinking about what you want to do with your life, you default to the options most admired by your peers). If you were born in 1945 or 1950 or 1955, things got better every year for the first 18 years of your life. So continuing on the default path made sense for that generation. But this created accidental meaning for them. The paths that enabled people to thrive were the result of unique economic and historical circumstances, and as millennial’s entered the workforce, these circumstances no longer applied.

Paul talks to his boss about his desire to go on his own. His own performance started to decline as he lost motivation at his day job. In his own mind he is fighting the battle to stay on the default path, mentioning aiming for another raise and promotion. Paul felt he was suffocating on this path and he had to take action. The reason I asked him on the podcast is to talk about his recent newsletter on the future of work. He argues that “Employees will ultimately make the decision” about what work looks like post-pandemic. I think he is mostly right and we talk about what that might mean for people's lives. the goal is to stay on the pathless path indefinitely (what author James Carse calls the “infinite game”; an infinite game for the purpose of continuing the play).

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Writing about fears helps to translate them into issues. However not all fear issues can be resolved and we must accept them. As I developed a better relationship with money and stopped acting from a mindset of scarcity and fear, I started to work out my own perspective on “enough”: Paul’s story is not one of courage, but of pragmatic and safe experiments, experiences, and questioning over several years. This approach, one of prototyping a change, is not only a better way to think about taking bold leaps but is quite common across many people’s stories.



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