Here are 100 books that The Art of Asking fans have personally recommended if you like
The Art of Asking.
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I've always been drawn to books that ask difficult questions instead of offering easy answers.
Growing up, I became fascinated by how quietly society shapes who we become—and how difficult it can be to figure out which parts are truly ours. Books have taught me to sit with complexity in a world that often wants everything to be black and white. The books I return to are the ones that make me question, reflect, and better understand human nature, society, and what it truly means to be unapologetically yourself. That's the kind of conversation I hope my own writing can contribute to.
Few books have made me question my own life quite like Untamed.
I didn't connect with this book because my life is anything like Glennon Doyle's—it isn't. I connected with it because she puts words to something I think many of us experience: the quiet pressure to become the person everyone else expects us to be. It made me ask myself a deeply uncomfortable question: Whose life am I actually living?
I found myself thinking about all the ways expectations can slowly shape who we are, often so quietly that we don't even realise it is happening. How much of who we are is actually us—and how much of it is the version we've learned to perform for everyone else?
I kept thinking about how much courage it takes to stop performing and start listening to yourself instead.
#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 •…
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…
My version of a gutsy life journey was to find work abroad, buy a one-way ticket, and not look back - one place after the next. Long ago, girls didn’t do this, but I did. A struggle and worth it. Great memoirs have a geographical and an inner journey. They make me laugh and cry, both. This is what I love to read, and it’s my aim as a writer. My books are love letters to these adventures, plus some joking around in order not to scream or weep at some of what’s out there. I’ve been a teacher, a film editor, a comedian, a librarian, and now a writer.
She went through a hard time by believing she had choices. I admire her for not being defeated.
Now a celebrated psychologist, trauma specialist, inspirational speaker, and all-around loveably cute grandma, her story was gripping and moving, especially her brave trip to return to the Auschwitz concentration camp, to face the trauma of her time there during World War 2.
I was awestruck and impressed by how she confirmed her choice and life’s mission to be happy and helpful, no matter what. I was inspired, to say the least. It convinced me that if she can do that, I can tackle a few challenges too.
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
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.
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.
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…
The problem is not with the actions young women take but with the toxic, sexist conditions they are responding to.
Tanenbaum found, based on six years of interviews with young people ages 14-30, that young women are navigating a culture littered with gendered dress codes, revenge porn, and sexually explicit…
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.
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.
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…
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.
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.
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…
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.
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.
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.
Crossing is a vividly human re-imagining of the love, sacrifices, and accomplishments that two Chinese brothers - American Immigrants - experience as they travel to California to build the Transcontinental Railroad.
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.
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.
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…
For over a decade, I’ve helped women shift from feeling uncertain or ashamed about money to building real wealth. As a first-generation immigrant who didn’t inherit wealth or insider knowledge, I had to confront my own excuses, fears, and limiting beliefs. The books on this list challenged me to think bigger, act bolder, and stay disciplined. I know firsthand that wealth-building isn’t just about numbers; it’s about belief and consistent action. As a Certified Financial Education Instructor (CFEI) and founder of Clever Girl Finance (recognized by the National Financial Educators Council), I’ve built my work around helping women turn that mindset into measurable financial results.
First of all, Jen Sincero’s voice is hilarious, down-to-earth, and completely refreshing.
She basically grabs you by the shoulders and tells you to stop messing around. I remember laughing out loud while reading this. What I love most is that she shares her own journey in an honest, testimony-style way, so it doesn't feel preachy. Instead, it feels relatable.
Her writing style is great in that it makes you see the small ways you may be downplaying your ambition or talking yourself out of bigger goals. It’s the perfect reality check when you need to stop doubting yourself and start confidently going after what you want.
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…
Ever since childhood, I’ve wondered about people who led inventive, innovative lives. How did they get their inspiration? Where did their ideas come from? How did they take that inspiration and change the world? I found information, but not the answers I was looking for, at the library. When I became an elementary library teacher, new forms of biographies – beautiful picture book biographies about people of all kinds – became available. My students loved them and so did I, and I became inspired to write for children. I’m excited that my first two picture book biographies, which received starred reviews, are out in the world – with more coming your way!
I shared books with children as an elementary librarian for 20 years, and I know what makes a great read-aloud!
This story about the guitar-picking little girl who grew up to inspire music legends like Chuck Berry, Elvis Presley, and Little Richard begs to be not read aloud, but performed! The energy in this picture book leaps off the page! Pair this with Rosetta’s music for an awesome listening and dancing session!
"A profile as bold and vivacious as the singer herself." -Kirkus (starred review)
"Terrific for all collections that want to inspire the musically inclined and highlight innovative pioneers." -Booklist (starred review)
"Bolden uses alliteration, assonance, repetition, and rhythm to create an irresistibly musical text that effectively communicates the feel of Tharpe's music. Christie's lively illustrations. . . capture the physicality of Tharpe's performance style and the intensity of her sound." -Publishers Weekly (starred review)
"Impressive offering about an often-overlooked figure in American music." -The Horn Book (starred review)
"The marriage of Bolden's words and Christie's pictures is almost as satisfying…
At five years old, Kasiel was found with the pointed ends of his ears cut off. Despite that brutal start, he’s lived twelve peaceful years with the man who took him in. Keeping his hair long over his mutilated ears helps him hide the fact that he is Vanrian, a…
My expertise as a scholar of the women’s music movement spans 40 years--ever since I attended my first concert and music festival in 1981. A lecturer at UC-Berkeley, I’m the author of 19 books on women’s history, and published the first book on women’s music festivals, Eden Built By Eves, in 1999 (now out of print.) More recently I’ve organized exhibits on the women’s music movement for the Library of Congress, co-authored The Feminist Revolution(which made Oprah’s list), and I’m now the archivist and historian for Olivia Records.
This wonderfully written memoir by one of the most successful singers in American rock and popular music offers a thoughtful look at the artist’s rise to fame in multiple musical genres—from folk clubs to sold-out stadium concerts, to Broadway, torch songs, and the Mexican Canciones music of the author’s Sonora heritage. The book is a keen glimpse at the pressures of the road (and expectations for women in the spotlight), but a triumphant story of talent and artistic innovation.
Linda Ronstadt was born in 1946 to a modest family outside Tucson. From an early age, she, her brother and sister began making their own music, eventually performing their own shows in the folk and Mexican traditions of the area.
By the time Ronstadt was in community college, she realized the music scene in LA was where she wanted to be, just in time for the folk revival that was sweeping the nation. Despite some setbacks with her first band-the Stone Poneys-she quickly found her niche as a soloist with the new record label run by David Geffen. Soon she…
