100 books like The Art of Asking

By Amanda Palmer,

Here are 100 books that The Art of Asking fans have personally recommended if you like The Art of Asking. Shepherd is a community of 10,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Untamed

Miles Borrero Author Of Beautiful Monster: A Becoming

From my list on living this wild and precious life to its fullest.

Why am I passionate about this?

I’m a trans, Latinx yoga teacher, writer, and musician who transitioned at the age of 40. Before that, I’d spent most of my life trying to live by someone else’s rules…only to realize, when my dad was dying, that I was not truly living. The funny thing is, as an artist and teacher, I’d dedicated myself to helping others live their lives to the fullest but had not granted myself the same courtesy. Sometimes, our lessons are hard-won. The books on this list have been beacons of hope and treasure trove chests of inspiration for me, as I hope they will be for you, too. 

Miles' book list on living this wild and precious life to its fullest

Miles Borrero Why did Miles love this book?

Like the cry of a caged animal, this book reminds me that the systems in place aren’t working, but more than that, it points to the open cage door, offering me the option of a different way of living. It is a wake-up call and a deep, nuanced examination of what makes life worth living.

Glennon is not only a deep thinker but also quick as a whip; nothing escapes her. Her insights are priceless and sharp and cut through the densest of binds.

This book sits on my shelf as a daily reminder that my life is my own, and living it fully and outwardly as the most honest version of myself is the way in which I can create the greatest impact with my time on this earth. 

By Glennon Doyle,

Why should I read it?

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

What is this book about?

#1 NEW YORK TIMES BESTSELLER • OVER TWO MILLION COPIES SOLD! “Packed with incredible insight about what it means to be a woman today.”—Reese Witherspoon (Reese’s Book Club Pick)

In her most revealing and powerful memoir yet, the activist, speaker, bestselling author, and “patron saint of female empowerment” (People) explores the joy and peace we discover when we stop striving to meet others’ expectations and start trusting the voice deep within us.

NAMED ONE OF THE BEST BOOKS OF THE YEAR BY O: The Oprah Magazine • The Washington Post • Cosmopolitan • Marie Claire • Bloomberg • Parade •…


Book cover of The Choice: Embrace the Possible

Karen Cassiday Author Of The No Worries Guide to Raising Your Anxious Child: A Handbook to Help You and Your Anxious Child Thrive

From my list on becoming a better human even when you're not sure you want to.

Why am I passionate about this?

I've always been fascinated with how people overcome terrible circumstances ever since my childhood when my parents took me through the Tower of London and told me people survived the horrible torture devices on display. I got into reading biographies of war heroes, concentration camp survivors, and athletes who survived torture, betrayal, illness, and cruelty only to become people I admire. I became a clinical psychologist because I love inspiring others to discover their own greatness during life’s worst moments. I’ve had to learn how to find love, hope, and meaning when trauma, disability, death, and broken promises have ground me down to a bloody pulp.

Karen's book list on becoming a better human even when you're not sure you want to

Karen Cassiday Why did Karen love this book?

This memoir is a gripping narrative of Eva's survival as a gifted dancer and gymnast in pre-war Hungary, the Nazi concentration camps, and her long journey toward wholeness after immigrating to the United States. 

She details the mental and interpersonal ravages of complex trauma poignantly describes her struggle to gain mental wellness in a world that contains suffering.

She is one of the world's experts on healing from trauma and it shows in her riveting descriptions of how she and her patients learned to bear the pain of great suffering while reclaiming the beauty of compassion, forgiveness, and loving relationships.

By Edith Eva Eger,

Why should I read it?

6 authors picked The Choice as one of their favorite books, and they share why you should read it.

What is this book about?

THE AWARD-WINNING SUNDAY TIMES AND NEW YORK TIMES BESTSELLER

Even in hell, hope can flower

'I'll be forever changed by her story' - Oprah Winfrey

'Extraordinary ... will stick with you long after you read it' - Bill Gates

'One of those rare and eternal stories you don't want to end' - Desmond Tutu

'A masterpiece of holocaust literature. Her memoir, like her life, is extraordinary, harrowing and inspiring in equal measure' - The Times Literary Supplement

'I can't imagine a more important message for modern times. Eger's book is a triumph' - The New York Times

In 1944, sixteen-year-old…


Book cover of Refuse to Choose! Use All of Your Interests, Passions, and Hobbies to Create the Life and Career of Your Dreams

Erica Sosna Author Of The Career Equation: Coaching a Culture of Career Conversations

From my list on transforming your career or others area of life.

Why am I passionate about this?

Do you know you will spend 80,000 hours at work in your lifetime? And yet we get so little guidance on how to make choices about the work we do. I am fascinated by the world of work and how we navigate it, and thrive in it. I’ve always wondered how people made decisions about how to live and how to approach finding the right kind of livelihood that fits their skills and interests. I’ve made it my job to design a method to help people get specific and clear and help them not only find the work that best utilises their skills and passions but also identifies the environment that works best for us.

Erica's book list on transforming your career or others area of life

Erica Sosna Why did Erica love this book?

If you are anything like me and struggle to decide on one career or one path then this is the book for you. If by working through your passions, skills, etc. you find that there isn’t just one area you want to work in but in fact, you are interested in loads of stuff, then this book will help you manage this challenge and create the life that you want not the one everyone else says you should have.

By Barbara Sher,

Why should I read it?

2 authors picked Refuse to Choose! Use All of Your Interests, Passions, and Hobbies to Create the Life and Career of Your Dreams as one of their favorite books, and they share why you should read it.

What is this book about?

Don't know what to do with your life? Drawn to so many things that you can't choose just one? New York Times best-selling author Barbara Sher has the answer-do EVERYTHING!

"Designed to help you enjoy your many interests without feeling overwhelmed and unfocused"
- Metro New York

Author of Wishcraft and I Could Do Anything If Only I Knew What It Was..., Barbara Sher has become famous for her extraordinary ability to help people define and achieve their goals. What Sher has discovered is that some individuals simply cannot, and should not, decide on a single path; they are genetically…


Book cover of Roadmap: The Get-It-Together Guide for Figuring Out What to Do with Your Life

Emilie Wapnick Author Of How to Be Everything: A Guide for Those Who (Still) Don't Know What They Want to Be When They Grow Up

From my list on when can't figure out what to do with your life.

Why am I passionate about this?

Emilie Wapnick is an award-winning author and community builder. She is the founder and creative director at Puttylike, where she helps multipotentialites (people with many passions and creative pursuits) integrate all of their interests to create dynamic, fulfilling, and fruitful careers and lives. Her popular TED talk, Why some of us don’t have one true calling, has been viewed 7 million times and she has been featured in The New York Times, Fast Company, Forbes, New York Magazine, The Huffington Post, BBC, and Vice.

Emilie's book list on when can't figure out what to do with your life

Emilie Wapnick Why did Emilie love this book?

Written by a team of documentarians, Roadmap is a great read for folks who are just starting their career—or starting over! It offers inspiring examples of people with weird, creative careers, including tons of interviews where you can learn about people’s specific paths. The exercises in the book emphasize seeking variety and blending your interests, rather than narrowing down your multi-passionate soul.

By Roadtrip Nation,

Why should I read it?

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

What is this book about?

The New York Times bestseller is back! The career workbook Roadmap is better than ever.

Roadmap has been updated and expanded with tons of brand new content-including chapters on changing directions mid-career and not letting your past define your future.

Through inspirational stories and interviews, journal-like prompts, and practical career development information, this helpful resource will steer students, recent graduates, and career-changers toward an authentic, fulfilling life.

* Features fresh perspectives from people like singer-songwriter John Legend, surfing world champion Layne Beachley, and MacArthur fellow and radio host Jad Abumrad
* Full of advice for people seeking a fulfilling work…


Book cover of The Renaissance Soul: How to Make Your Passions Your Life--A Creative and Practical Guide

Emilie Wapnick Author Of How to Be Everything: A Guide for Those Who (Still) Don't Know What They Want to Be When They Grow Up

From my list on when can't figure out what to do with your life.

Why am I passionate about this?

Emilie Wapnick is an award-winning author and community builder. She is the founder and creative director at Puttylike, where she helps multipotentialites (people with many passions and creative pursuits) integrate all of their interests to create dynamic, fulfilling, and fruitful careers and lives. Her popular TED talk, Why some of us don’t have one true calling, has been viewed 7 million times and she has been featured in The New York Times, Fast Company, Forbes, New York Magazine, The Huffington Post, BBC, and Vice.

Emilie's book list on when can't figure out what to do with your life

Emilie Wapnick Why did Emilie love this book?

Another important antecedent to How to Be Everything, this book offers a serious focus on career, work, and revenue streams. Lobesnstine, a career and life coach, makes the argument that a need for variety and love for finding new challenges are not liabilities, but assets. If you’re ready to get down to business, this might be the read for you.

By Margaret Lobenstine,

Why should I read it?

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

What is this book about?

The guide to leading a creative, passionate, and multifaceted life―big enough to embrace all your dreams

Are you unwilling to settle on doing just one thing “for the rest of your life”? Do you jump at the chance to learn something new―or, after achieving success in one field, find yourself yearning for new challenges and looking around for something different to do? If so, you may be a Renaissance Soul. The Renaissance Soul is the first book devoted to this personality type, and in this updated edition―in paperback for the first time― author Margaret Lobenstine offers a life-planning strategy perfectly…


Book cover of Body of Work: Finding the Thread That Ties Your Story Together

Emilie Wapnick Author Of How to Be Everything: A Guide for Those Who (Still) Don't Know What They Want to Be When They Grow Up

From my list on when can't figure out what to do with your life.

Why am I passionate about this?

Emilie Wapnick is an award-winning author and community builder. She is the founder and creative director at Puttylike, where she helps multipotentialites (people with many passions and creative pursuits) integrate all of their interests to create dynamic, fulfilling, and fruitful careers and lives. Her popular TED talk, Why some of us don’t have one true calling, has been viewed 7 million times and she has been featured in The New York Times, Fast Company, Forbes, New York Magazine, The Huffington Post, BBC, and Vice.

Emilie's book list on when can't figure out what to do with your life

Emilie Wapnick Why did Emilie love this book?

Pamela Slim offers a wonderful way to reimagine your life and career, build your personal brand, and share your story. Multipotentialites often struggle to describe where they’ve been and where they’re headed in an impactful way. This book argues that your career is not a linear thing—it’s a collection of different types of work that you’re proud of. Body of Work will help you see your life story from a totally new vantage point.

By Pamela Slim,

Why should I read it?

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

What is this book about?

These days it's increasingly rare to have a stable career in any field. More and more of us are blending big company jobs, startup gigs, freelance work, and volunteer side projects. We take chances to expand our knowledge, capabilities, and experience. But how do we make sense of that kind of career - and explain it? Pamela Slim, the acclaimed author of Escape from Cubicle Nation, gives us the tools to have meaningful careers in this new world of work. She shows how to find the connections among diverse accomplishments, sell your story, and continually reinvent and relaunch your brand.


Book cover of On Being Human: A Memoir of Waking Up, Living Real, and Listening Hard

Julie Schooler Author Of Rediscover Your Sparkle: Revive the Real You and Be Rebelliously Happy Every Day

From my list on self-help memoirs on making the most of your life.

Why am I passionate about this?

I have read a ton of self-help books. A ton. I have a whole library of them – a bookcase of "shelf-help." And I have now written 7 of them as well! I love it when a little or a lot of the author’s story is woven into a self-help book as it demonstrates the author’s personal growth. I don’t need more self-help tools or trite suggestions. I want to feel emotionally connected and moved in a way that encourages me to reflect on and enhance my one precious life. For me, reading a well-written self-help memoir is one of life’s greatest joys. 

Julie's book list on self-help memoirs on making the most of your life

Julie Schooler Why did Julie love this book?

The author's story is heart-wrenching yet uplifting, excruciating yet freeing, and extremely personal yet spoke to me in volumes. It is hard to pick out the wisdom I loved the most but from 'doing love' to busting out of 'just-a-box' to 'come back,' it is all that I needed to hear in these banana-pants crazy times. I have put on my bucket list to attend one of the author's retreats one day. Can't think of anything better than yoga, writing, and wine.

By Jennifer Pastiloff,

Why should I read it?

1 author picked On Being Human as one of their favorite books, and they share why you should read it.

What is this book about?

An inspirational memoir about how Jennifer Pastiloff's years of waitressing taught her to seek out unexpected beauty, how hearing loss taught her to listen fiercely, how being vulnerable allowed her to find love, and how imperfections can lead to a life full of wild happiness.
 
Centered around the touchstone stories Jen tells in her popular workshops, On Being Human is the story of how a starved person grew into the exuberant woman she was meant to be all along by battling the demons within and winning.

Jen did not intend to become a yoga teacher, but when she was given…


Book cover of You Are a Badass: How to Stop Doubting Your Greatness and Start Living an Awesome Life

Jacqueline Kademian Author Of Soul Therapy: A 365 day journal for self exploration, healing and reflection

From my list on start on a path of self-discovery and build a new you.

Why am I passionate about this?

I am Jacqueline Kademian, a licensed marriage & family therapist and author. With over 10 years of experience providing therapy, I am passionate about helping others. I am also passionate about making therapeutic concepts accessible and ready to utilize at home. I have taken my own teachings and created self-discovery journals for others to enjoy. Journaling is such an amazing skill and way to get to know yourself.

Jacqueline's book list on start on a path of self-discovery and build a new you

Jacqueline Kademian Why did Jacqueline love this book?

This book helped me view myself from a different lens. In this time and day, many people struggle with self confidence. If you want a boost in that department, I recommend reading this book. I enjoyed the author’s confidence in herself and myself. 

By Jen Sincero,

Why should I read it?

6 authors picked You Are a Badass as one of their favorite books, and they share why you should read it.

What is this book about?

YOU ARE A BADASS IS THE self-help BOOK FOR PEOPLE WHO DESPERATELY WANT TO IMPROVE THEIR LIVES BUT DON'T WANT TO GET BUSTED DOING IT. In this refreshingly entertaining how-to guide, bestselling author and world-traveling success coach, Jen Sincero, serves up 27 bitesized chapters full of hilariously inspiring stories, sage advice, easy exercises, and the occasional swear word, helping you to: Identify and change the self-sabotaging beliefs and behaviours that stop you from getting what you want, Create a life you totally love. And create it NOW, Make some damn money already. The kind you've never made before. By the…


Book cover of Rat Girl: A Memoir

Mike Hipple Author Of Lived Through That: '90s Musicians Today

From my list on music memoirs that aren't necessarily about music.

Why am I passionate about this?

Sadly, I was born without an ounce of musical talent. After realizing I was never going to effortlessly play the guitar or sing in tune, I focused a lot of my energies on listening to music. I came of age in the 80s and the rise of MTV brought loads of fantastic music to explore: punk, new-wave, post-punk, pop. My love for music grew and expanded as I grew up in the 90s. It was those I reached back to musical memories in creating my books, 80s Redux and Lived Through That. I also host a popular podcast called Lived Through That that combines my love of music and storytelling.  

Mike's book list on music memoirs that aren't necessarily about music

Mike Hipple Why did Mike love this book?

Kristin Hersh’s book documents a pivotal year in the Throwing Muses’ singer and songwriter’s life. The book is at times funny and warm, sometimes confounding – she befriended Betty Hutton, an American film star in the 30s. What?! As I was reading the book, memories of seeing her band in the early 90s kept flashing through my mind – the intensity of her performances and songs make a lot more sense after reading her story.

By Kristin Hersh,

Why should I read it?

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

What is this book about?

"One of the 25 Greatest Rock Memoirs of All Time” --Rolling Stone Magazine (#8)

“Sensitive and emotionally raw… it’s also wildly funny”--The New York Times Book Review

A powerfully original memoir of pregnancy and mental illness by the legendary founder of the seminal rock band Throwing Muses, 'a magnificently charged union of Sylvia Plath and Patti Smith'  - The Guardian

Kristin Hersh was a preternaturally bright teenager, starting college at fifteen and with her band, Throwing Muses, playing rock clubs she was too young to frequent. By the age of seventeen she was living in her car, unable to sleep…


Book cover of Dusty: The Classic Biography

Zoë Howe Author Of Barbed Wire Kisses: The Jesus and Mary Chain Story

From my list on music biographies written by women.

Why am I passionate about this?

I’m a music biographer, and whenever I’ve hinted that the world of rock biography is a bit of a boys’ club, someone will bark names of famous female musicians who’ve written autobiographies at me. All brilliant, but biography is a different animal. It demands sensitivity, trust, intuition, empathy: the writer is presenting the story of another, wooing a publisher, balancing multiple perspectives, being a detective, asking strange questions, penetrating the skin, probing often forgotten places. Female music writers frequently face assumptions ranging from the dismissive to the salacious before being neatly sidelined, but this is changing – slowly.  I wanted to take the opportunity to celebrate some rare queens of the art here.

Zoë's book list on music biographies written by women

Zoë Howe Why did Zoë love this book?

This enduring LGBTQ icon might have been famously enigmatic, but O’Brien presents the story of the cool queen of blue-eyed soul with depth, precision, and humanity, qualities present in all of O’Brien’s books. Dusty’s tale is multi-faceted, often troubled, and tremendously relatable, but her profound strength comes through in this meticulously researched book, which also features an array of interviews with contemporaries and colleagues such as Tom Jones, Lulu, and Jerry Wexler. 

By Lucy O’Brien,

Why should I read it?

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

What is this book about?

FULLY REVISED AND UPDATED, THE STORY OF DUSTY SPRINGFIELD TWENTY YEARS ON.

'Provocative and deadly accurate' - Time Out

Dusty Springfield was one of our greatest pop singers. From 60s hits like 'I Only Want To Be With You', 'Son of a Preacher Man' and 'You Don't Have To Say You Love Me' to her 80s collaboration with the Pet Shop Boys and beyond, she was a musical pioneer and the very essence of authentic white soul. A member of the US Rock and Roll and UK Music Halls of Fame, international polls have named Dusty among the best female…


5 book lists we think you will like!

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