100 books like The Obstacle Is the Way

I heard of this book before I got sober. I felt it was too “Western trying to be Eastern Healers” and for people who had personal dysfunctions that I couldn't relate to. 

I came across it again after sobriety and realized that I was running from my past and making up a future based on my fears of the past, never really being present, which was a wack in the gut for the better. The road to healing was way more understandable when I accepted the present, knowing that I also had the power to change anything I wanted. 

Seneca was one of the last of the ancient Stoics who lived during the time of Nero. Towards the end of his life, he wrote several letters to a young prefect, Lucilius. These letters were not just meant to be read by Lucilius but the generations to come as well. Seneca’s letters are well written and cover a wide range of topics as they relate to the art of living. These essays are a ‘how to’ guide to living.

Why this translation? Although there are 124 letters in all, modern translators tend to translate just a selection. Robin Campbell is no exception. I chose this translation because it is as good as any and it is not pricey.

Epictetus is the Stoic who inspired the Roman Emperor Marcus Aurelius. Stoicism is the intellectual origin of cognitive behavioral therapy and a way for leaders to train themselves to focus on the things they can change, rather than breaking their hearts over things over which they have no control. The Enchiridion has the virtue of being much shorter than Aurelius’ Meditations, and contains pithy observations and advice like ‘it is not events that disturb people, it is their judgment concerning them,’ and ‘don’t hope that events will turn out the way you want, welcome events in whichever way they happen: this is the path to peace.’ Leaders need to be good at detachment, and Stoicism can provide valuable tools to help.

This book is solely responsible for hooking me on Stoic philosophy, prompting my deep exploration of practical aspects of life in my own book and, most importantly, the application of them to my daily life. William’s writing is easy to follow, and his advice is very practical. I’d advise you to start reading the book from chapter four; and then when you are done with the book, come back to the first three chapters.

I can't recommend this book highly enough, and here's why: it completely shattered my misconceptions about originality in the creative process. Kleon's candid and approachable narrative made me realize that all art is, in some form, a reinterpretation or recombination of what already exists.

This book came into my life at a pivotal moment, just when I was grappling with the dreaded "impostor syndrome" and the paralyzing belief that everything I created needed to be unprecedented. Kleon's perspective is liberating. He argues that embracing influences and integrating them into your work is not only acceptable but essential for creativity. 

While riding on the New York subway one day, the young woman sitting next to me was reading from the so-called “Little Black Book” (a collection of daily thoughts often read by members of Alcoholics Anonymous). After closing the book, she pulled out this very edition of Marcus Aurelius and I could not help but comment to her that she had made a great choice. Not only does the theme of the “Serenity Prayer” go back to Stoics, but Marcus Aurelius’ Meditations (literally titled “To Himself”) show the thoughtful and meditative side of Stoicism. In addition, Marcus Aurelius seems to be practicing what we now call spiritual exercises. Last, what is especially striking is that the Emperor Marcus Aurelius wrote many of these entries while he was stuck on military campaigns; thus, we see up close a man utilizing Stoicism to grapple with the messiness of life.

In this book, I loved the way the author explains the creative process and what it takes to engage your muse and catch ideas. In a different way from The War Of Art, I learned what holds us back from expressing ourselves creatively and how we can overcome this fear of being seen.

Elizabeth Gilbert shares stories and philosophies about how to be more creative every day in a funny and optimistic way.

As I read this book, I felt like the author was looking into my soul. I loved the short, punchy observations and challenges to anyone seeking to share their creativity. The Resistance is a force universal to everyone who is trying to share a little piece of themselves, and I love the way that it is broken down in this book.

I realized that when I could see what was holding me back from expressing myself, I was able to find strategies to mitigate that fear. This book was instrumental in my ability to express myself as an author and speaker. 

Tim Ferris is a genius. In his book, he describes how he crafted a lifestyle while building a very successful business. This book demonstrates how to make the most of your extremely busy day in commercial real estate and creates a "maximum value/productive capacity" that is crucial when getting started in a commercial investment career.

He discusses how he went from micro-managing everything to virtually managing nothing, all while traveling the globe and having some life-changing adventures. He is the undisputed king of outsourcing and taking back control of your life.

I read this book and started to implement some of his concepts immediately, and while I am not working 4 hours a week, I am not working 60-70 hours either; I am getting down there!

Being a creative person is a journey, that’s for sure, and not an easy one. It’s tough and it takes courage, but you can get there. Along the way, how do you prevent yourself from getting discouraged, especially when you’re focused on bringing a big idea to life? Reading this timeless book on the importance of mindset never fails to motivate me. Follow its advice, and you will be able to climb the highest of mountains and pick yourself back up when you get knocked down. A must-read for inventors, entrepreneurs, and anyone with an idea.