10 books like The Obstacle Is the Way

By Ryan Holiday,

Here are 10 books that authors have personally recommended if you like The Obstacle Is the Way. Shepherd is a community of 8,000+ authors sharing their favorite books with the world.

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The Power of Now

By Eckhart Tolle,

Book cover of The Power of Now: A Guide to Spiritual Enlightenment

Barbara Wainwright Author Of The Power of Life Coaching Volume 3: Manifesting Transformation in Financial, Professional, Emotional, Spiritual, Wellness and Relationship Aspects

From the list on your journey to spiritual enlightenment.

Who am I?

Certified Master Life Coach and CEO of Wainwright Global, Barbara Wainwright is known as the most sought-after teacher in the coaching industry. She is famous for training and certifying over 6,500 professional coaches worldwide since 2006 and for empowering individuals to actualize their life purpose, live inspired lives, and connect with their true passion. Barbara is an international speaker, author, and educator with 3 books available on Amazon.com. I have been seeking spiritual enlightenment and personal growth all of my adult life. Now I am sharing some of my strengths through my podcast and video series Show Up For God and God Will Show Up For You in Miraculous Ways.

Barbara's book list on your journey to spiritual enlightenment

Discover why each book is one of Barbara's favorite books.

Why did Barbara love this book?

This book changed my life for the better.

I have read many books searching for answers to “why”.  Eckhart Tolle provides explanations, (cause and effect) methods (tools for personal and spiritual growth), and does it succinctly, in easy-to-understand terms. 

If you are searching for wisdom so that you can better navigate life, relationships, longevity, abundance, and peace of mind and heart, you most likely will benefit from reading and applying the methods to enlightenment that he shares. 

I successfully applied his teachings to my life and now find that I am very consistently in a peaceful state of mind and heart.

The Power of Now

By Eckhart Tolle,

Why should I read it?

20 authors picked The Power of Now as one of their favorite books, and they share why you should read it.

What is this book about?

**CHOSEN BY OPRAH AS ONE OF HER 'BOOKS THAT HELP ME THROUGH'**

The international bestselling spiritual book, now with a new look for its 20th anniversary. Eckhart Tolle demonstrates how to live a healthier, happier, mindful life by living in the present moment.

************

'I keep Eckhart's book at my bedside. I think it's essential spiritual teaching. It's one of the most valuable books I've ever read.' Oprah Winfrey

To make the journey into The Power of Now we will need to leave our analytical mind and its false created self, the ego, behind. Although the journey is challenging, Eckhart…


Letters from a Stoic

By Lucius Seneca, Robin Campbell (translator),

Book cover of Letters from a Stoic

Chuck Chakrapani Author Of Unshakable Freedom: Ancient Stoic Secrets Applied to Modern Life

From the list on Stoicism for beginners.

Who am I?

I am the Editor of the free online magazine The Stoic and the author of some twenty books on Stoicism. My day job is President, Leger Analytics, and I am also a Distinguished Visiting Professor at Ryerson University. I am not a professional philosopher. I study and write about Stoicism because it helps us to live better, free of fear, anxiety, worry, or anger.

Chuck's book list on Stoicism for beginners

Discover why each book is one of Chuck's favorite books.

Why did Chuck love this book?

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.

Letters from a Stoic

By Lucius Seneca, Robin Campbell (translator),

Why should I read it?

5 authors picked Letters from a Stoic as one of their favorite books, and they share why you should read it.

What is this book about?

'It is philosophy that has the duty of protecting us ... without it no one can lead a life free of fear or worry'

For several years of his turbulent life, in which he was dogged by ill health, exile and danger, Seneca was the guiding hand of the Roman Empire. This selection of Seneca's letters shows him upholding the ideals of Stoicism - the wisdom of the self-possessed person immune to life's setbacks - while valuing friendship and courage, and criticizing the harsh treatment of slaves and the cruelties in the gladiatorial arena. The humanity and wit revealed in…


Enchiridion

By George Long, Epictetus,

Book cover of Enchiridion

Eve Poole Author Of Leadersmithing: Revealing the Trade Secrets of Leadership

From the list on what you really need to know about leadership.

Who am I?

It is shocking how many leaders suffer from imposter syndrome, and how little practical advice is out there about how to help. It’s been my mission to identify not only precisely what leaders need to be able to do well, but also how can they learn these things in the most efficient and durable way. Leadersmithing sets out a practical path to mastery and provides the toolkit leaders will really need. After I wrote it, I took on some senior leadership roles of my own. Even before Covid I had stress-tested the wisdom of this book, and post-covid I am even more confident that this leadership book really helps.

Eve's book list on what you really need to know about leadership

Discover why each book is one of Eve's favorite books.

Why did Eve love this book?

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.

Enchiridion

By George Long, Epictetus,

Why should I read it?

2 authors picked Enchiridion as one of their favorite books, and they share why you should read it.

What is this book about?

Although he was born into slavery and endured a permanent physical disability, Epictetus (ca. 50–ca. 130 CE) maintained that all people are free to control their lives and live in harmony with nature. We will always be happy, he argued, if we learn to desire that things should be exactly as they are. After attaining his freedom, Epictetus spent his career teaching philosophy and advising a daily regimen of self-examination. His pupil Arrian later collected and published the master's lecture notes; the Enchiridion, or Manual, is a distillation of Epictetus's teachings and an instruction manual for a tranquil life. Full…


A Guide to the Good Life

By William B. Irvine,

Book cover of A Guide to the Good Life: The Ancient Art of Stoic Joy

Vitaliy Katsenelson Author Of Soul in the Game: The Art of a Meaningful Life

From the list on that bring meaning to your life.

Who am I?

I am an investor who happens to love writing, music, and simply life in general. I was born in Murmansk, Russia, where I spent my first 18 years. My family moved to Denver in 1991, and I have lived there since. I’m CEO of IMA, a value investing firm where I have creative freedom to focus on things I love. I was so fortunate to stumble into writing; it has completely rewired my mind by providing a daily two-hour refuge for focused thinking. I am constantly on the lookout for new stories and fresh insights. Writing is what keeps me in student-of-life mode, and there is so much to learn!

Vitaliy's book list on that bring meaning to your life

Discover why each book is one of Vitaliy's favorite books.

Why did Vitaliy love this book?

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.

A Guide to the Good Life

By William B. Irvine,

Why should I read it?

6 authors picked A Guide to the Good Life as one of their favorite books, and they share why you should read it.

What is this book about?

One of the great fears many of us face is that despite all our effort and striving, we will discover at the end that we have wasted our life. In A Guide to the Good Life, William B. Irvine plumbs the wisdom of Stoic philosophy, one of the most popular and successful schools of thought in ancient Rome, and shows how its insight and advice are still remarkably applicable to modern lives.

In A Guide to the Good Life, Irvine offers a refreshing presentation of Stoicism, showing how this ancient philosophy can still direct us toward a better life. Using…


Meditations

By Marcus Aurelius, Martin Hammond (translator),

Book cover of Meditations

Brian E. Johnson Author Of The Role Ethics of Epictetus: Stoicism in Ordinary Life

From the list on Stoicism through the eyes of a philosophy professor.

Who am I?

I am an associate professor of philosophy at Fordham University. I earned my Ph.D. at the University of Chicago (the same institution where the fictional Indiana Jones is said to have earned his doctorate!). I specialize in Greek and Roman ethics with a particular emphasis on Stoicism.

Brian's book list on Stoicism through the eyes of a philosophy professor

Discover why each book is one of Brian's favorite books.

Why did Brian love this book?

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.

Meditations

By Marcus Aurelius, Martin Hammond (translator),

Why should I read it?

2 authors picked Meditations as one of their favorite books, and they share why you should read it.

What is this book about?

'Their icy blasts are refreshing and restorative. They tell you the worst. And having heard the worst, you feel less bad' Blake Morrison

Written in Greek by the only Roman emperor who was also a philosopher, without any intention of publication, the Meditations of Marcus Aurelius offer a remarkable series of challenging spiritual reflections and exercises developed as the emperor struggled to understand himself and make sense of the universe. While the Meditations were composed to provide personal consolation and encouragement, Marcus Aurelius also created one of the greatest of all works of philosophy: a timeless collection that has been…


Big Magic

By Elizabeth Gilbert,

Book cover of Big Magic: Creative Living Beyond Fear

Adrienne Hand Author Of Make Way For Women: Men and Women Leading Together Improve Culture and Profits

From the list on women’s confidence and accelerate their advancement.

Who am I?

I have always been fascinated by women’s power in the workplace. My mother was intensely focused on breaking ground as a working mother of four small children on Capitol Hill in the 1960s. She was the first woman to be granted part-time status in Senator Ted Kennedy’s office. She worked her way up to speechwriter for Joan and personal correspondent for the Senator. And she kept a fierce border between work and home. And we were intensely proud of her. At a time when our friends’ mothers were mostly homemakers, our Mom had a cool job and kept a cool head among the political and intellectual elite – most of whom were men.

Adrienne's book list on women’s confidence and accelerate their advancement

Discover why each book is one of Adrienne's favorite books.

Why did Adrienne love this book?

Elizabeth Gilbert is a generous soul. Instead of basking in her deserved success as author of Eat, Pray, Love, she is sharing her battle stories, her crises of confidence, and her inspiration. She has thought of almost every way that authors defeat ourselves and has sourced ancient philosophers and contemporary artists and writers to cheer us up and get us back to the page. 

Big Magic

By Elizabeth Gilbert,

Why should I read it?

15 authors picked Big Magic as one of their favorite books, and they share why you should read it.

What is this book about?

Readers of all ages and walks of life have drawn inspiration from Elizabeth Gilbert's books for years. Now, this beloved author shares her wisdom and unique understanding of creativity, shattering the perceptions of mystery and suffering that surround the process - and showing us all just how easy it can be. By sharing stories from her own life, as well as those from her friends and the people that have inspired her, Elizabeth Gilbert challenges us to embrace our curiosity, tackle what we most love and face down what we most fear. Whether you long to write a book, create…


The War of Art

By Steven Pressfield,

Book cover of The War of Art: Break Through the Blocks and Win Your Inner Creative Battles

James Strock Author Of Serve to Lead: 21st Century Leaders Manual

From the list on approaching life and work as an artist.

Who am I?

Service and leadership have been a primary focus of my life and work for many years. Though today these are matters of academic study, they weren’t when I was in school. I’ve written and spoken extensively on these topics to corporate, military, academic, governmental, and NGO organizations. I strive to narrow the gap between those who study leadership and management and those who apply the principles in practice. My approach is to pose questions and share the experiences of those who have made significant contributions throughout history into the present moment. The books on my list have meant a lot to me and many others. I hope you’ll find value in them, too.  

James' book list on approaching life and work as an artist

Discover why each book is one of James' favorite books.

Why did James love this book?

Steven Pressfield is a national treasure.

In this highly readable, concise book, the acclaimed author and screenwriter shares his experience in overcoming the psychological snares that lay in wait for any creative endeavor.

He identifies and takes aim at “The Resistance,” the inner voice of discouragement and distraction that is familiar to everyone aiming for artistic expression. 

The War of Art

By Steven Pressfield,

Why should I read it?

15 authors picked The War of Art as one of their favorite books, and they share why you should read it.

What is this book about?

A succinct, engaging, and practical guide forsucceeding in any creative sphere, The War ofArt is nothing less than Sun-Tzu for the soul.

What keeps so many of us from doing what we long to do?

Why is there a naysayer within? How can we avoid theroadblocks of any creative endeavor—be it starting up a dreambusiness venture, writing a novel, or painting a masterpiece?

Bestselling novelist Steven Pressfield identifies the enemy thatevery one of us must face, outlines a battle plan to conquer thisinternal foe, then pinpoints just how to achieve the greatest success.

The War of Art emphasizes the resolve…


The 4-Hour Workweek

By Timothy Ferriss,

Book cover of The 4-Hour Workweek: Escape 9-5, Live Anywhere, and Join the New Rich

Curtis Jenkins Author Of Vision to Reality: Stop Working, Start Living

From the list on accelerating your success.

Who am I?

During a meeting in Fall 2020, a fellow business owner shared that they were about to lose everything and that no one would help them financially to get over this setback. This struck a chord with me, as I come from North Philadelphia and saw many small business owners struggle and ultimately lose their businesses. Thus, my personal goal is to help 1000 small businesses annually, giving them the gift of time, realizing their vision and mission, and leaving a legacy of prosperity. By supporting small businesses, I hope to make a positive impact on families, friends, and communities, creating a world of successful small business owners.

Curtis' book list on accelerating your success

Discover why each book is one of Curtis' favorite books.

Why did Curtis love this book?

If you want to learn how to focus on the most important things and delegate the rest, The 4-Hour Work Week is a game-changer.

This book emphasizes the importance of time management and teaches you how to focus on the one thing that matters most. It also teaches you how to delegate tasks and duplicate yourself to get more done in less time.

The book’s core message is that time is your most valuable asset, and you should use it wisely to achieve your goals. Reading this book can help you work smarter, not harder, and live life on your own terms.

The 4-Hour Workweek

By Timothy Ferriss,

Why should I read it?

9 authors picked The 4-Hour Workweek as one of their favorite books, and they share why you should read it.

What is this book about?

A new, updated and expanded edition of this New York Times bestseller on how to reconstruct your life so it's not all about work

Forget the old concept of retirement and the rest of the deferred-life plan - there is no need to wait and every reason not to, especially in unpredictable economic times. Whether your dream is escaping the rat race, experiencing high-end world travel, earning a monthly five-figure income with zero management, or just living more and working less, this book is the blueprint.

This step-by step guide to luxury lifestyle design teaches:

* How Tim went from…


Magic of Thinking Big

By David M. Schwartz,

Book cover of Magic of Thinking Big

Stephen Key Author Of One Simple Idea: Turn Your Dreams Into a Licensing Goldmine While Letting Others Do the Work

From the list on for inventors with big ideas.

Who am I?

The traditional way of commercializing an invention — patenting, prototyping, then marketing it — doesn’t work very well and never has. When I found an easier way to share my creativity with the world, it changed my life, because the feeling you get when you hold something in your hand that you first imagined in your head is second to none. My 10-step process breaks down barriers so that everyone who has an idea — young or old, rich or poor — can get in the game of bringing it to market. I’ve published 5 books, 1,000 articles, and more than 700 videos to help others take advantage of the power of open innovation.

Stephen's book list on for inventors with big ideas

Discover why each book is one of Stephen's favorite books.

Why did Stephen love this book?

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.

Magic of Thinking Big

By David M. Schwartz,

Why should I read it?

1 author picked Magic of Thinking Big as one of their favorite books, and they share why you should read it.

What is this book about?

More than 6 million readers around the world have improved their lives by reading The Magic of Thinking Big.

First published in 1959, David J Schwartz's classic teachings are as powerful today as they were then. Practical, empowering and hugely engaging, this book will not only inspire you, it will give you the tools to change your life for the better - starting from now. His step-by-step approach will show you how to:

- Defeat disbelief and the negative power it creates
- Make your mind produce positive thoughts
- Plan a concrete success-building programme
- Do more and do…


Greenlights

By Matthew McConaughey,

Book cover of Greenlights

Mark Beal Author Of ZEO: Introducing Gen Z – The New Generation Of Leaders

From the list on inspiring creativity, transformation, and innovation.

Who am I?

For more than 30 years I have been immersed in creative public relations and marketing from campaign development and activation to effectively engaging the primary consumer audiences. Me and my teams developed campaigns around such major sports and entertainment properties as the Olympic Games, Super Bowl, and The Rolling Stones. No matter your industry, inspiration for creativity, transformation, and innovation can come from many sources including the compelling storytelling featured in the books that I recommend.  

Mark's book list on inspiring creativity, transformation, and innovation

Discover why each book is one of Mark's favorite books.

Why did Mark love this book?

Matthew McConaughey, the globally recognized actor shares his life story and provides many valuable lessons learned along the way that all of us can apply to our own lives.

Most inspiring for today’s Gen Z students and those who may be stuck in their careers is his storytelling about his pursuit of acting and his failures and successes that empowered him to consistently innovate and transform.  

Greenlights

By Matthew McConaughey,

Why should I read it?

3 authors picked Greenlights as one of their favorite books, and they share why you should read it.

What is this book about?

From the Academy Award (R)-winning actor, an unconventional memoir filled with raucous stories, outlaw wisdom, and lessons learned the hard way about living with greater satisfaction.

I've been in this life for fifty years, been trying to work out its riddle for forty-two, and been keeping diaries of clues to that riddle for the last thirty-five. Notes about successes and failures, joys and sorrows, things that made me marvel, and things that made me laugh out loud. How to be fair. How to have less stress. How to have fun. How to hurt people less. How to get hurt less.…


5 book lists we think you will like!

Interested in motivation, success in life, and stoicism?

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