The best books about how to try new things, even if you are scared

Why am I passionate about this?

I was driven to become a veterinarian for as long as I could remember. Then, in high school, I developed a love of performance. I felt stuck. Should I choose art or science? I chose science, and despite a great career, I felt like something was missing. When I reconnected with my creativity through stand-up comedy, entrepreneurship and other non-artistic creative outlets, I found out what I had been missing. Why do we drop creativity for science? It was a common story. I dove into the research on creativity, and was blown away by how a bit of creativity can make us happier, more resilient, and make workplaces more effective.


I wrote...

The Reluctant Creative: 5 Effortless Habits to Expand Your Comfort Zone

By Caroline Brookfield,

Book cover of The Reluctant Creative: 5 Effortless Habits to Expand Your Comfort Zone

What is my book about?

You might not be an artist, but creativity is in you—in a good way, like a delicious meal, not an alien-took-over-your-body way. When you plant a garden, add a dash of cinnamon, or build a pivot table in Excel, you’re practicing creativity. Every step into creativity forces you to face failure, judgment, and uncertainty with a positive attitude for a new way forward. 

In my book, learn 5 effortless habits to expand your creative mindset in only a few minutes a day–no arts and crafts required. This creative mindset will give you the courage to speak up, take small risks at home and at work, discover new solutions, worry less about what others think, and boldly show up as yourself with confidence.

Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

The books I picked & why

Book cover of The Wander Society

Dr. Caroline Brookfield Why did I love this book?

I was pulled into this book as I entered the world of a secret society of Flaneurs or Wanderers. I loved the secret intrigue of how the author found the symbol for this secret society in a used book and how it spurred a curious exploration of why we wander.

I used the ideas in the book to slow down, use my curiosity, and re-engage with my human qualities that are so often buried in the busyness and connection to tech all day long. This book was a welcome, cool drink of water on a hot day, filled with great stories and illustrations. 

By Keri Smith,

Why should I read it?

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

What is this book about?

From the internationally bestselling creator of Wreck This Journal...

wan*der
verb \ wan-dar\
to walk/explore/amble in an unplanned or aimless way with a complete openness to the unknown

Several years ago when Keri Smith, bestselling author of Wreck This Journal, discovered cryptic handwritten notations in a worn copy of Walt Whitman's Leaves of Grass, her interest was piqued. Little did she know at the time that those simple markings would become the basis of a years-long, life-changing exploration into a mysterious group known only as The Wander Society, as well as the subject of this book.

Within these pages, you'll…


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

Dr. Caroline Brookfield Why did I love this book?

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. 

By Steven Pressfield,

Why should I read it?

22 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 Big Magic: Creative Living Beyond Fear

Dr. Caroline Brookfield Why did I love this book?

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.

By Elizabeth Gilbert,

Why should I read it?

18 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 Playing Big: Practical Wisdom for Women Who Want to Speak Up, Create, and Lead

Dr. Caroline Brookfield Why did I love this book?

This book gave me the confidence to follow a dream that I thought was frivolous and silly: to be a professional speaker. As I read this book, I realized that following my heart was difficult for me, as I am a veterinarian and driven by science. As a result, I lost touch with my intuition and my confidence in doing what was true to myself, not what others expected of me.

When I read the part where she talks about thinking that your dream couldn’t be that because it seems too big and following that little voice that says, “What if?” It put me on the path of taking a chance on a dream, regardless of what it looked like to other people. 

By Tara Mohr,

Why should I read it?

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

What is this book about?

A groundbreaking women’s leadership expert and popular conference speaker gives women the practical skills to voice and implement the changes they want to see—in themselves and in the world
 
In her coaching and programs for women, Tara Mohr saw how women were "playing small" in their lives and careers, were frustrated by it, and wanted to "play bigger." She has devised a proven way for them to achieve their dreams by playing big from the inside out. Mohr’s work helping women play bigger has earned acclaim from the likes of Maria Shriver and Jillian Michaels, and has been featured on…


Book cover of Deviate: The Creative Power of Transforming Your Perception

Dr. Caroline Brookfield Why did I love this book?

What if reality was an illusion? This book messed with my mind and challenged my perceptions of what I thought was real. It made me think carefully about how I react to and think about my life and helped me understand how we develop biases.

This was one of the first books I read that helped me understand the impact and effects of ambiguity and uncertainty on my decisions, my happiness, and how I approach the world. It was instrumental in developing the Ambiguity habit in my DANCE framework for developing a creative mindset.

By Beau Lotto,

Why should I read it?

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

What is this book about?

World-renowned neuroscientist Beau Lotto reveals the truths of human perception and devises a cognitive toolkit for how to succeed in a world of uncertainty.

Perception is the foundation of human experience, but few of us understand how our own perception works. By revealing the startling truths about the brain and perception, Beau Lotto shows that the next big innovation is not a new technology: it is a new way of seeing.

In his first major book, Beau Lotto draws on over a decade of pioneering research to show how our brains play tricks on us. With an innovative combination of…


You might also like...

Rewriting Illness

By Elizabeth Benedict,

Book cover of Rewriting Illness

Elizabeth Benedict

New book alert!

What is my book about?

What happens when a novelist with a “razor-sharp wit” (Newsday), a “singular sensibility” (Huff Post), and a lifetime of fear about getting sick finds a lump where no lump should be? Months of medical mishaps, coded language, and Doctors who don't get it.

With wisdom, self-effacing wit, and the story-telling artistry of an acclaimed novelist, Elizabeth Benedict recollects her cancer diagnosis after discovering multiplying lumps in her armpit. In compact, explosive chapters, interspersed with moments of self-mocking levity, she chronicles her illness from muddled diagnosis to “natural remedies,” to debilitating treatments, as she gathers sustenance from family, an assortment of urbane friends, and a fearless “cancer guru.”

Rewriting Illness is suffused with suspense, secrets, and the unexpected solace of silence.

Rewriting Illness

By Elizabeth Benedict,

What is this book about?

By turns somber and funny but above all provocative, Elizabeth Benedict's Rewriting Illness: A View of My Own is a most unconventional memoir. With wisdom, self-effacing wit, and the story-telling skills of a seasoned novelist, she brings to life her cancer diagnosis and committed hypochondria. As she discovers multiplying lumps in her armpit, she describes her initial terror, interspersed with moments of self-mocking levity as she indulges in "natural remedies," among them chanting Tibetan mantras, drinking shots of wheat grass, and finding medicinal properties in chocolate babka. She tracks the progression of her illness from muddled diagnosis to debilitating treatment…


5 book lists we think you will like!

Interested in life satisfaction, self-actualization, and procrastination?

10,000+ authors have recommended their favorite books and what they love about them. Browse their picks for the best books about life satisfaction, self-actualization, and procrastination.

Life Satisfaction Explore 209 books about life satisfaction
Self-Actualization Explore 203 books about self-actualization
Procrastination Explore 15 books about procrastination