Here are 100 books that The Obstacle Is the Way fans have personally recommended if you like The Obstacle Is the Way. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

When you buy books, we may earn a commission that helps keep our lights on (or join the rebellion as a member).

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

Carmen Vlasceanu Author Of Dare to C.A.R.E.

From my list on guiding you towards a more meaningful life.

Why am I passionate about this?

I'm Carmen F. Vlasceanu, PhD, FIH, hospitality executive, mentor, and author who believes in leading with a good heart and living with purpose. Through my book Dare to C.A.R.E. and the life coaching I offer, I help people reconnect with their inner power, serve others authentically, and grow in every area of life. As a single mom, global citizen, and lifelong learner, I’ve walked through burnout, reinvention, and bold dreaming. These books have helped me rediscover my voice, redefine my mission, and remember what really matters. They helped ground me in faith, encouraged my evolution, and reminded me why meaningful connection always comes first.

Carmen's book list on guiding you towards a more meaningful life

Carmen Vlasceanu Why Carmen loves this book

This book helped me shift my mindset, and I first picked it up during a stressful phase of my life. I gave myself some time to simply breathe and take it in. It reminded me that the “now” is not just a passing second, but a sacred space where peace and clarity live.

I love how it helped me stop living in the echo of yesterday or the fear of tomorrow. I remember closing my eyes and whispering, “This moment is enough,” and feeling my shoulders relax for the first time in weeks. It helped me feel more connected with myself, my son, my clients, and in doing so, intentionally live every moment with more compassion, stillness, and supremacy.

By Eckhart Tolle ,

Why should I read it?

28 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…


If you love The Obstacle Is the Way...

Ad

Book cover of The High House

The High House by James Stoddard,

The Victorian mansion, Evenmere, is the mechanism that runs the universe.

The lamps must be lit, or the stars die. The clocks must be wound, or Time ceases. The Balance between Order and Chaos must be preserved, or Existence crumbles.

Appointed the Steward of Evenmere, Carter Anderson must learn the…

Book cover of Letters from a Stoic

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

From my list on Stoicism for beginners.

Why am I passionate about this?

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

Chuck Chakrapani Why Chuck loves 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.

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…


Book cover of Enchiridion

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

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

Why am I passionate about this?

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

Eve Poole Why Eve loves 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.

By Epictetus , George Long ,

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…


If you love Ryan Holiday...

Ad

Book cover of The Guardian of the Palace

The Guardian of the Palace by Steven J. Morris,

The Guardian of the Palace is the first novel in a modern fantasy series set in a New York City where magic is real—but hidden, suppressed, and dangerous when exposed.

When an ancient magic begins to leak into the world, a small group of unlikely allies is forced to act…

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 my list on that bring meaning to your life.

Why am I passionate about this?

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

Vitaliy Katsenelson Why Vitaliy loves 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.

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…


Book cover of Steal Like an Artist: 10 Things Nobody Told You about Being Creative

Peggy Dean Author Of Mindful Sketching: How to Develop a Drawing Practice and Embrace the Art of Imperfection

From my list on creative books for the wildly imperfect artist.

Why am I passionate about this?

My journey into art began as a serendipitous discovery that unfolded through curiosity. As a “can’t-be-tamed” creative, I understand the tug-of-war artists feel – craving to learn skills and create “quality” pieces, while also thumbing the snooze-fest of sticking to one thing. Been there, done that, got the paint-splattered t-shirt. This has ignited a passion for encouraging others to find their own creative voice, as I've navigated the same path while building a multifaceted career in watercolor, gouache, line drawing, urban sketching, brush lettering, and calligraphy…need I go on? The thing is, I will because there is still so much to be explored.

Peggy's book list on creative books for the wildly imperfect artist

Peggy Dean Why Peggy loves this book

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. 

By Austin Kleon ,

Why should I read it?

9 authors picked Steal Like an Artist as one of their favorite books, and they share why you should read it.

What is this book about?

When asked to talk to students at Broome Community College in upstate New York in the spring of 2011, Austin Kleon wrote a simple list often things he wished he'd heard when he was their age: 'Steal like an artist; Don't wait until you know who you are to start making things; Write the book you want to read; Use your hands; Side projects are important; Do good work and put it where people can see it; Geography is no longer our master; Be nice (the world is a small town.); Be boring (it's the only way to get work…


Book cover of Meditations

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

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

Why am I passionate about this?

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

Brian E. Johnson Why Brian loves 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.

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…


If you love The Obstacle Is the Way...

Ad

Book cover of Oaky With a Hint of Murder

Oaky With a Hint of Murder by Dawn Brotherton,

Aury and Scott travel to the Finger Lakes in New York’s wine country to get to the bottom of the mysterious happenings at the Songscape Winery. Disturbed furniture and curious noises are one thing, but when a customer winds up dead, it’s time to dig into the details and see…

Book cover of Big Magic: Creative Living Beyond Fear

Emily Lampkin Author Of Duct Tape and White Lies

From my list on transforming how women lead.

Why am I passionate about this?

I’ve spent years working with women who are expected to be confident, decisive, and polished, but are rarely taught how to build those skills. Through my work in politics, public service, and coaching thousands of women, I’ve seen how small, often invisible habits can keep capable women from being fully heard or respected. What I love most is helping women with the practical, everyday moments, like how to say no without apologizing, set boundaries, and build real influence. I’m passionate about leadership because I’ve watched these shifts change careers and lives, and these books reflect the lessons I come back to again and again.

Emily's book list on transforming how women lead

Emily Lampkin Why Emily loves this book

I love this book because it reminded me that creativity isn’t something reserved for a certain type of person, it’s something I get to claim.

This book is for all us types who don’t see ourselves as creative or working in a creative field; it simply lays out our ability to bring creativity to our work.

This book taught me how we need to take risks with our creativity, especially when deciding what we want and how to get it. I connected with its message about imagining more for your work and life.

By Elizabeth Gilbert ,

Why should I read it?

22 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…


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

Erik Bork Author Of The Idea

From my list on books for screenwriters to make real progress at the craft.

Why am I passionate about this?

I’ve passionately pursued the art of screenwriting for decades now, with all the ups and downs that go with that—from the peaks of Hollywood projects winning big awards (I was a writer-producer on HBO’s Band of Brothers), to scripts nobody wanted to read and when they read them, they didn’t want to do anything with them. And everything in between. It’s been my career my entire adult life—doing it, teaching it, and helping others understand the requirements of good screenwriting.

Erik's book list on books for screenwriters to make real progress at the craft

Erik Bork Why Erik loves this book

This classic is my go-to for the challenges of living the creative life and how to push through them.

In short, punchy chapters, it identifies the main source of blocks writers and artists have and how to push through them.

I love its approach to the workmanlike attitude one needs to have to create consistently and move toward a goal, and how to be clear-eyed about the inner “resistence” we all have that seems to want to stop us.

By Steven Pressfield ,

Why should I read it?

30 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…


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

Rachel Bridge Author Of How to Work for Yourself

From my list on taking control of your own destiny.

Why am I passionate about this?

I am the former Enterprise Editor of The Sunday Times and author of eight books about entrepreneurship, personal development and smart thinking. I first became interested in the idea of people taking control of their own destiny when I was a foreign correspondent and met many people who had decided to turn their back on the traditional 9-to-5 and seek a life of adventure and excitement instead, even though they didn’t have much money. I discovered people earning a living by making wine and running cafes and realised that we all have the ability to take control of our own destiny if we really want to. 

Rachel's book list on taking control of your own destiny

Rachel Bridge Why Rachel loves this book

I love this book partly because my publisher decided to take on one of my other books because he missed out on this one. If you compare the original cover of my book to Tim’s book you will see they have a very similar palm tree vibe!

But more than that, this book shows clearly how technology has made it possible to totally rethink the way we work and live, and free us up to have much greater control over both–and that’s very exciting.

By Timothy Ferriss ,

Why should I read it?

13 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…


If you love Ryan Holiday...

Ad

Book cover of December on 5C4

December on 5C4 by Adam Strassberg,

Magical realism meets the magic of Christmas in this mix of Jewish, New Testament, and Santa stories–all reenacted in an urban psychiatric hospital!

On locked ward 5C4, Josh, a patient with many similarities to Jesus, is hospitalized concurrently with Nick, a patient with many similarities to Santa. The two argue…

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 my list on for inventors with big ideas.

Why am I passionate about this?

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

Stephen Key Why Stephen loves 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.

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…


Book cover of The Power of Now: A Guide to Spiritual Enlightenment
Book cover of Letters from a Stoic
Book cover of Enchiridion

Share your top 3 reads of 2025!

And get a beautiful page showing off your 3 favorite reads.

1,210

readers submitted
so far, will you?

5 book lists we think you will like!

Interested in motivation, success in life, and stoicism?

Motivation 631 books
Success In Life 279 books
Stoicism 81 books