100 books like The Wisdom of Insecurity

By Alan Watts,

Here are 100 books that The Wisdom of Insecurity fans have personally recommended if you like The Wisdom of Insecurity. 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 Four Agreements: A Practical Guide to Personal Freedom

Andrew P M Yiallouros Author Of The Dragon and The Princess

From my list on spiritual allegory.

Why am I passionate about this?

I have been thinking about spiritual things since I was around 9 years old, and as soon as I was old enough, I was off learning experientially in the world. This has allowed for deep learning and understanding of a wide range of subjects, particularly spirituality and ultimate reality. I teach philosophy, religious studies, and politics in my day job, and so, now on the cusp of 46 years, I can truly say I love spiritual and philosophical thought. I also think it’s hard to write books about these topics and I love how allegory and fable can be so accessible.

Andrew's book list on spiritual allegory

Andrew P M Yiallouros Why did Andrew love this book?

I completely had my perspective literally turned upside down and reframed by this book. I could not stop thinking about how interesting the idea that everyone is yourself is. I learned about empathy and experienced a huge shift in my consciousness because of this book.

I also loved the spiritual adventure and the journey. I am always inspired by seeing other people’s perspectives, and this book is a whole deep dive into a better understanding of how to see them.

By Don Miguel Ruiz,

Why should I read it?

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

What is this book about?

In The Four Agreements, bestselling author don Miguel Ruiz reveals the source of self-limiting beliefs that rob us of joy and create needless suffering. Based on ancient Toltec wisdom, The Four Agreements offer a powerful code of conduct that can rapidly transform our lives to a new experience of freedom, true happiness, and love.

•  A New York Times bestseller for over a decade
•  Translated into 46 languages worldwide
 
“This book by don Miguel Ruiz, simple yet so powerful, has made a tremendous difference in how I think and act in every encounter.” — Oprah Winfrey

“Don Miguel Ruiz’s…


Book cover of Be Here Now

Raven Digitalis Author Of The Everyday Empath: Achieve Energetic Balance in Your Life

From my list on empaths and emotionally sensitive souls.

Why am I passionate about this?

I remember experiencing a true nervous breakdown once in high school. I had to leave campus in tears, filled with familiar sorrows and emotions I didn’t recognize as my own. Something was happening and I couldn’t put my finger on it, and it was utterly disorienting. Luckily, a spiritual mentor lived right down the street. She was quickly able to diagnose my experience. “You’re a very strong empath,” she said. I had to learn what that meant, so I devoted many years to learning as much as I could about the empathic experience from psychological, physiological, anthropological, and metaphysical lenses alike. 

Raven's book list on empaths and emotionally sensitive souls

Raven Digitalis Why did Raven love this book?

This book is the number one book I’d bring along if stranded on a desert island. Like my magickal friend Stephanya once said, “I rejoice that such a beautiful thing can spring from the brain of a human being!” I couldn’t agree more. This book begins with a story documenting the author’s psychedelic research as a Harvard professor (then known as Richard Alpert), as well as his adventures in India, where he met his mountaintop Guru, Neem Karoli Baba. Ram Dass would soon become a Guru himself and help introduce Western spiritual seekers to deep mysticism and Eastern philosophy.

So, why is this relevant to empaths, even those who aren’t into psychedelics? The reason is simple: every part of this book, most especially the profoundly artistic “brown pages,” deeply, acutely, and spiritually reminds us that separation is an illusion, that we are all one, and we need to live in…

By Ram Dass,

Why should I read it?

10 authors picked Be Here Now as one of their favorite books, and they share why you should read it.

What is this book about?

Beloved guru Ram Dass tells the story of his spiritual awakening and gives you the tools to take control of your life in this “counterculture bible” (The New York Times) featuring powerful guidance on yoga, meditation, and finding your true self.

When Be Here Now was first published in 1971, it filled a deep spiritual emptiness, launched the ongoing mindfulness revolution, and established Ram Dass as perhaps the preeminent seeker of the twentieth century.

Just ten years earlier, he was known as Professor Richard Alpert. He held appointments in four departments at Harvard University. He published books, drove a Mercedes…


Book cover of The Divine Romance: Collected Talks and Essays on Realizing God in Daily Life

Donna Quesada Author Of The Buddha in the Classroom: Zen Wisdom to Inspire Teachers

From my list on spiritual journeys and the books you should take with you.

Why am I passionate about this?

I’m now in my 25th year as professor of eastern philosophy at Santa Monica College. One of the things I love most about teaching this subject is the unconventional nature of the way I'm able to approach it. Unlike many other academic subjects, it lends itself to an experiential counterpart, so it’s a joy to share a few minutes of meditation before getting into any lectures or discussions. I share from my own personal experiences in different styles of meditation, which come from years of trainings in Kundalini and Hatha Yoga, as well as from my background in Zen.

Donna's book list on spiritual journeys and the books you should take with you

Donna Quesada Why did Donna love this book?

This is part of an anthology of collected talks by the beloved Yogi, Paramahansa Yogananda, which also includes Man's Eternal Quest and Journey to Self-Realization. They are what I keep in my own nightstand and what I open during times of trouble. And this one is my favorite of the three.

Paramahansa Yogananda is direct and loving in tone. This is the kind of book that doesn’t need to be read at once—you can open up to any page and find solace for any plight. The theme revolves around the importance of dropping the self-sabotaging bad habits that keep us from true joy.

By Paramahansa Yogananda, Yogananda,

Why should I read it?

1 author picked The Divine Romance as one of their favorite books, and they share why you should read it.

What is this book about?

Paramahansa Yogananda's Collected Talks and Essays present in-depth discussions of the fast range of inspiring and universal truths that have captivated millions in his Autobiography of a Yogi. Readers will find these talks alive with the unique blend of all-embracing wisdom, encouragement, and love for humanity that have made the author one of our era's most revered and trusted guides to the spiritual life.

In this anthology of talks, Paramahansa Yogananda speaks to the deepest needs of the human heart and soul. He shows how we can meet the daily challenges to our physical, psychological, emotional, and spiritual well-being by…


Book cover of Zen Mind, Beginner's Mind

Marc Lesser Author Of Finding Clarity: How Compassionate Accountability Builds Vibrant Relationships, Thriving Workplaces and Meaningful Lives

From my list on helping you live a meaningful and successful life.

Why am I passionate about this?

I sometimes describe myself as a stealth Zen teacher working in the business world. I've founded and been CEO of three companies, including the Search Inside Yourself Leadership Institute, a company I helped create and launch inside of Google's headquarters. I'm an executive coach and consultant to CEOs and leaders in the corporate and non-profit worlds. Prior to my business career I was a resident of the San Francisco Zen Center for 10 years. I'm the author of 5 books.

Marc's book list on helping you live a meaningful and successful life

Marc Lesser Why did Marc love this book?

"In the beginner's mind there are many possibilities; in the experts there are few" is one of hundreds of gems from this collection of talks by Shunryu Suzuki, founding teacher of the San Francisco Zen Center.

Living a meaningful and successful life requires cultivating a full-functioning mind and body. Here are simple and profound instructions for seeing through the world of greed, aversion, and delusion. Suzuki provides guidelines for redefining meaning and success, going way beyond the usual self-help realm and toward a way of transforming how you see and live in the world.

By Shunryu Suzuki,

Why should I read it?

7 authors picked Zen Mind, Beginner's Mind as one of their favorite books, and they share why you should read it.

What is this book about?

Named one of the 100 Best Spiritual Books of the Twentieth Century (Spirituality & Practice)

A 50th Anniversary edition of the bestselling Zen classic on meditation, maintaining a curious and open mind, and living with simplicity.

"In the beginner's mind there are many possibilities, but in the expert's there are few."

So begins this most beloved of all American Zen books. Seldom has such a small handful of words provided a teaching as rich as has this famous opening line. In a single stroke, the simple sentence cuts through the pervasive tendency students have of getting so close to Zen…


Book cover of Feel the Fear and Do It Anyway

Lou Lomas Author Of The Bad Habit Kicker

From my list on start your day off right.

Why am I passionate about this?

I’m just an ordinary person who’s struggled with their own habits and compulsions. My fear and anxiety led me to read many self-help books over the last thirty-something years, and a lot of them helped me to firmly believe that if you start your day in the best way you can, then there’s no limit to the things that you can achieve!

Each of the books I’ve recommended has given me simple tools to help me do just that. Ultimately, I know they inspired me to create the Bad Habit Kicker system. I truly believe they can all help others optimize their lives and become the best versions of themselves!

Lou's book list on start your day off right

Lou Lomas Why did Lou love this book?

I must have listened to this on audiobook a hundred times in 2000 when I had to drive hundreds of miles a week up and down the UK for my job until I felt as if the author’s words and message were seared into my brain!

It’s written in an easy conversational style, with practical examples from the author’s experience, and every idea in it is simple and easy to use in your own life. This book helped me through a difficult time and made me realise for the first time that I actually wasn’t alone or in any way weird, and that most people struggle with their fears.

To this day, I still tell myself, “I’ll handle it!” when I’m faced with a difficult or scary task!

By Susan Jeffers,

Why should I read it?

3 authors picked Feel the Fear and Do It Anyway as one of their favorite books, and they share why you should read it.

What is this book about?

Internationally renowned author, Susan Jeffers, has helped millions of people around the globe to overcome their fears and heal the pain in their lives. Such fears may include:

Public speaking; Asserting yourself; Making decisions; Intimacy; Changing jobs; Being alone; Ageing; Driving; Losing a loved one; Ending a relationship.

But whatever your anxieties, Feel The Fear And Do It Anyway will give you the insight and tools to vastly improve your ability to handle any given situation. You will learn to live your life the way you want - so you can move from a place of pain, paralysis and depression…


Book cover of The Doghouse

Constance Lombardo Author Of Tiny Spoon vs. Little Fork

From my list on hysterically funny picture books.

Why am I passionate about this?

I’ve worked with kids in preschools and elementary schools, (plus I’m a mom!) and to me, nothing is better than hearing kids laugh. I also just adore picture books and treasure my personal library, with its focus on (you guessed it!) humor. Sassy cats, bears who want to have kids for pets, chickens who interrupt, alphabets overrun by frustrated Zebras, picture books bravely go where other books might only tiptoe in a cowardly fashion—into the world of wild imagination and anthropomorphized everything. With amazing artwork!! Let’s be honest, I’ll choose funny picture books over War and Peace every time.

Constance's book list on hysterically funny picture books

Constance Lombardo Why did Constance love this book?

The Doghouse reads like a suspense-filled horror movie, with all the scariness centered around…the mysterious Doghouse! Adorable animals are playing together when their ball rolls into the doghouse. Oh, no! Well, someone has to go get it. But who in the world is brave enough? After Mouse convinces Cow, Pig, and Duck to go in, he is the last creature standing. Will Mouse summon the nerve to find out what’s going on in there? Boldly rendered and charming illustrations make this book extra-appealing. The cover featuring a mouse in a Home-Alone type face-clutching pose was enough to sell me, but come inside and see what’s really happening in…The Doghouse! 

By Jan Thomas,

Why should I read it?

1 author picked The Doghouse as one of their favorite books, and they share why you should read it.

What is this book about?

Mouse, Pig, Cow, and Duck are playing a carefree game of ball when (horror of horrors!) their ball gets kicked into . . . THE DOGHOUSE. Who will risk a run-in with scary Dog to get it back? Hysterical high anxiety ensues as Mouse volunteers each animal to do the dirty work - but you'll never believe what's really going on in the doghouse!

With Jan Thomas's fun, fresh art and priceless animal expressions, this timeless tale of fear and friendship will have young readers howling.


Book cover of Fear Not! How to Face Your Fear and Anxiety Head-On

Karla Clark Author Of Three Ways to Be Brave: A Trio of Stories

From my list on children’s books about bravery.

Why am I passionate about this?

The best parts of my life have come when I was brave: getting married, having children, embarking on a career. The worst parts of my life have been mitigated by being brave: losing friends and relatives, dealing with illness and disability among family members. A huge part of raising my son who has autism was helping him to be brave. I've always admired brave people. Not daring or reckless, but truly brave. I've found that all the great stories include an element of bravery! I wrote my picture book as a way to help young children navigate the path to courage and resilience. I’m also the co-founder of National Be Brave Day.

Karla's book list on children’s books about bravery

Karla Clark Why did Karla love this book?

All kids deal with fears and all parents and caregivers want to shield them from them. But I learned as a mom that I couldn’t shield my kids from hurts. But I could help them develop their own shield—by teaching them how to confront their fears and equipping them with the tools they needed to deal with the inevitable stressors they would encounter in life. My older son, practical and scientific, would have loved this book! In this uplifting, rhyming story, Christina Furnival, a licensed mental health therapist and mom, presents a practical three-step lesson to help kids manage their worries, regain their cool, and strip fear of its power once and for all. I sure wish I had this book 30 years ago!

By Christina Furnival, Katie Dwyer (illustrator),

Why should I read it?

1 author picked Fear Not! How to Face Your Fear and Anxiety Head-On as one of their favorite books, and they share why you should read it.

What is this book about?

“Fear Not! helps kids understand their anxiety and provides tools kids can try right away.” ―Tina Payne Bryson, PhD, coauthor of The Whole-Brain Child

How can I help my child overcome their fear and anxiety?

What skills can I teach my child to cope with scary “what if” thoughts?

How can I help them grow more confident when their worries seem so big?

Christina Furnival, a licensed mental health therapist and mom, answers these questions in this empowering and uplifting rhyming story about a young boy who successfully faces his anxiety and fear head-on. In Fear Not!, children will learn…


Book cover of Worry Says What?

Noel Foy Author Of ABC Worry Free

From my list on showing anxiety who’s boss.

Why am I passionate about this?

From personal experience living with an anxiety disorder, I’ve discovered that once you learn about anxiety and how it works, it’s not so frightening! I’ve applied this knowledge and background to my roles as a mom, award-winning children’s author, and former teacher who transformed into a neuroeducation consultant. I specialize in workshops and one-on-one coaching for schools, families, organizations, and corporations on anxiety, stress management, executive function, and growth mindset. My books are inspired by my desire to engage kids and adults in fun, playful, and empowering stories. My passion to equip others with practical problem-solving tools to decrease stress, promote healthy change and maximize their unique potential is boundless! 

Noel's book list on showing anxiety who’s boss

Noel Foy Why did Noel love this book?

I love this picture book’s simple, playful approach to common worries and what happens when we believe them to be true. Edward’s main character perceives Worry as an imposing monster that camps out in her mind. Worry’s voice is loud and bossy at times and affects how she feels in her body. Even worse, Worry inhibits her ability to enjoy life and face challenges—until she learns how to talk back to it!

Every time I read this book I’m enchanted by its delightful illustrations and reminders to stand up to Worry. Just as the main character silences Worry’s voice by flipping anxious thoughts into brave affirmations and powerful reminders of all she’s capable of doing, so can the readers!

By Allison Edwards, Ayesha Rubio (illustrator),

Why should I read it?

1 author picked Worry Says What? as one of their favorite books, and they share why you should read it. This book is for kids age 5, 6, 7, and 8.

What is this book about?

Help Children Learn to Quiet Anxious Thoughts

Allison Edwards, author of the best-selling book Why Smart Kids Worry, gives a glimpse into the ways worry whispers to young minds, and offers a powerful tool all children can use to silence those fears.

"Worry's songs tie my tummy up in knots, and the things he says make my heart beat very fast. Sometimes he speaks in a whisper, and other times his voice gets so loud I can't hear anything else."

Worry and anxiety are currently the top mental health issues among children and teens. Children have a number of worries…


Book cover of Rewire Your Anxious Brain: How to Use the Neuroscience of Fear to End Anxiety, Panic and Worry

Meg Arroll Author Of Tiny Traumas: When You Don't Know What's Wrong, but Nothing Feels Quite Right

From my list on helping you understand why you feel the way you fee.

Why am I passionate about this?

I am a psychologist, yet I am also a human being with real, complex, and, at times, disturbing thoughts and feelings. I would say I’ve learnt more from my own experiences and those shared by others than any training or qualifications. I never tire of listening to these real-life narratives, which are full of more color and depth than our rudimentary single-word emotion labels describe. I gather these stories up to feed my emotobiome (our microscopic inner world of feelings) along with the books and learnings from my list. I hope you’ll join me on this rollercoaster ride through human feelings–I wouldn’t miss it for the world. 

Meg's book list on helping you understand why you feel the way you fee

Meg Arroll Why did Meg love this book?

I loved this book as it clearly separated the two areas of the brain associated with some of the most challenging feelings we experience (fear, worry, etc.) and how we can use this knowledge to truly overcome the most frequent presentations I see in my practice–stress and anxiety.

Having experienced crippling anxiety at points in my life, I found comfort in further understanding why we as humans are essentially programmed to be anxious–without these neurological systems, we would not have survived.

But we needn’t be slaves to the amygdala and cortex, and so, I like that this book also outlined many easy and practical techniques to get to grips with an anxious brain in a complex world. 

By Catherine M. Pittman, Elizabeth M. Karle,

Why should I read it?

1 author picked Rewire Your Anxious Brain as one of their favorite books, and they share why you should read it.

What is this book about?

Do you ever wonder what is happening inside your brain when you feel anxious, panicked, and worried? In Rewire Your Anxious Brain, psychologist Catherine Pittman and author Elizabeth Karle offer a unique, evidence-based solution to overcoming anxiety based in cutting-edge neuroscience and research.

In the book, you will learn how the amygdala and cortex (both important parts of the brain) are essential players in the neuropsychology of anxiety. The amygdala acts as a primal response, and oftentimes, when this part of the brain processes fear, you may not even understand why you are afraid. By comparison, the cortex is the…


Book cover of The Anxious Mind: An Investigation Into the Varieties and Virtues of Anxiety

Michael Cholbi Author Of Grief: A Philosophical Guide

From my list on philosophy for dealing with difficult emotions.

Why am I passionate about this?

As a philosopher, I’m not just interested in solving ‘academic’ problems that arise from philosophical inquiry. I also think philosophy should return to the role it often had in the ancient world, as a tool for helping us navigate the perennial challenges that being human presents us. Much of my own philosophical work has sought to help us figure out how to relate to arguably the biggest challenge we face: that we inevitably die. The books on this list are powerful examples of how philosophy can provide us with an emotional compass!

Michael's book list on philosophy for dealing with difficult emotions

Michael Cholbi Why did Michael love this book?

I enjoy being surprised by philosophical work on emotions. Kurth’s The Anxious Mind is full of unexpected insights into anxiety, an emotion that seems to have little to recommend it. But Kurth manages to persuade readers that we should actually be glad for the presence of anxiety in our lives. He explains how anxiety can enhance our performance and contribute to moral progress both individually and collectively. 

By Charlie Kurth,

Why should I read it?

1 author picked The Anxious Mind as one of their favorite books, and they share why you should read it.

What is this book about?

An empirically informed, philosophical account of the nature of anxiety and its value for agency, virtue, and decision making.

In The Anxious Mind, Charlie Kurth offers a philosophical account of anxiety in its various forms, investigating its nature and arguing for its value in agency, virtue, and decision making. Folk wisdom tells us that anxiety is unpleasant and painful, and scholarly research seems to provide empirical and philosophical confirmation of this. But Kurth points to anxiety's positive effects: enhancing performance, facilitating social interaction, and even contributing to moral thought and action.

Kurth argues that an empirically informed philosophical account of…


Book cover of The Four Agreements: A Practical Guide to Personal Freedom
Book cover of Be Here Now
Book cover of The Divine Romance: Collected Talks and Essays on Realizing God in Daily Life

Share your top 3 reads of 2024!

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

1,355

readers submitted
so far, will you?

5 book lists we think you will like!

Interested in anxiety, fear, and philosophy?

Anxiety 212 books
Fear 59 books
Philosophy 1,784 books