Here are 100 books that Do Cool Sh*t fans have personally recommended if you like Do Cool Sh*t. 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 Subtle Art of Not Giving a F*ck: A Counterintuitive Approach to Living a Good Life

Dr. CI Author Of DEI-ing: A Guide to Navigating the Gotdamn Mess They’ve Made of Diversity, Equity, and Inclusion

From my list on pushing you into badassery.

Why am I passionate about this?

I’ve been in the DEI trenches for over 20 years, and let me tell you, it's been one hell of a ride. As a Black woman navigating this shit show, I've seen it all—from clueless executives to well-meaning “allies” who can't get out of their own way. My passion? Calling out the bullshit and actually making DEI work. I've gone toe-to-toe with tech giants, founded Inclusology, and now I'm tackling a second PhD because I believe in the work, even at is most discouraging. DEI-ing is my no-holds-barred guide to creating real change. I’m all about busting AI bias and building DEI that sticks, not just some feel-good fluff. 

Dr.'s book list on pushing you into badassery

Dr. CI Why Dr. loves this book

This book had me saying, “Finally!” It taught me to let go of the nonsense and focus on what really matters. Mark Manson doesn’t hold back, and I appreciate that. This book is a reality check on how limited our time is—death is coming whether we like it or not—so we better start living right.

It’s not just a book; it’s a guide to cutting the crap and enjoying life before it’s too late.

By Mark Manson ,

Why should I read it?

9 authors picked The Subtle Art of Not Giving a F*ck as one of their favorite books, and they share why you should read it.

What is this book about?

New York Times Bestseller In this generation-defining self-help guide, a superstar blogger cuts through the crap to show us how to stop trying to be "positive" all the time so that we can truly become better, happier people. For decades, we've been told that positive thinking is the key to a happy, rich life. "F**k positivity," Mark Manson says. "Let's be honest, shit is f**ked and we have to live with it." In his wildly popular Internet blog, Manson doesn't sugarcoat or equivocate. He tells it like it is-a dose of raw, refreshing, honest truth that is sorely lacking today.…


If you love Do Cool Sh*t...

Ad

Book cover of Aggressor

Aggressor by FX Holden,

It is April 1st, 2038. Day 60 of China's blockade of the rebel island of Taiwan.

The US government has agreed to provide Taiwan with a weapons system so advanced that it can disrupt the balance of power in the region. But what pilot would be crazy enough to run…

Book cover of Everything You'd Better Know About the Record Industry

Koyaki Author Of You Are Ketchup: And Other Fly Music Industry Tales

From my list on helping parents feel better about you being a musician.

Why am I passionate about this?

I’m a Grammy-nominated musician and creative who actually loves music, not as a vocation but as a cathartic practice and art form. Because I love music and the process of creating I also understood that no matter how much I love music that the love of it had nothing to do with the business of selling music. If I wanted to maintain the love I had to learn the business and find a way to continue to cherish the art while familiarizing myself with the business of art. I found peace and a deeper understanding of where I stood in the business and understanding that helps to keep the artist sane.

Koyaki's book list on helping parents feel better about you being a musician

Koyaki Why Koyaki loves this book

Unlike most music business books that are full of legalese and require an advanced degree, this book is written by a musician who appreciated the business but held firm to their creativity. The explanations of terms and anecdotes about why those terms matter and their practical application, helped me navigate a number of contracts as well as learning how to cope with and make lemonade from my bad business decisions. Though a little out of date in regards to advanced technologies and changes in the current business of music, there is still valuable information as we have to remember that the entertainment business builds new structures on top of old concepts. At its core these scenarios, terms, and industry hustles still apply.

By Kashif , Gary Greenberg ,

Why should I read it?

1 author picked Everything You'd Better Know About the Record Industry as one of their favorite books, and they share why you should read it.

What is this book about?

Offers information for songwriters, performers and singers, and producers on the industry, including hiring managers and accountants, establishing a budget, and copyright and contract law


Book cover of ZAG: The #1 Strategy of High-Performance Brands

Koyaki Author Of You Are Ketchup: And Other Fly Music Industry Tales

From my list on helping parents feel better about you being a musician.

Why am I passionate about this?

I’m a Grammy-nominated musician and creative who actually loves music, not as a vocation but as a cathartic practice and art form. Because I love music and the process of creating I also understood that no matter how much I love music that the love of it had nothing to do with the business of selling music. If I wanted to maintain the love I had to learn the business and find a way to continue to cherish the art while familiarizing myself with the business of art. I found peace and a deeper understanding of where I stood in the business and understanding that helps to keep the artist sane.

Koyaki's book list on helping parents feel better about you being a musician

Koyaki Why Koyaki loves this book

This is the quintessential bible for anyone that is into branding and marketing from the man that created iconic advertising and marketing campaigns. The title implies it all, in this business of music or rather entertainment overall, at times, the ideas get stale and redundant, it’s in those moments that you have to move against the fray of society and trends and simply ZAG, while everyone else is Zigging. I found this to be a necessity in understanding how to navigate in a sea of people that do exactly what I did, the concepts and information given are evergreen. Whether an independent creative or one attached to a machine, your personal brand messaging (and at times you are a brand) is important and Marty has the answers.

By Marty Neumeier ,

Why should I read it?

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

What is this book about?

"When everybody zigs, zag," says Marty Neumeier in this fresh view of brand strategy. ZAG follows the ultra-clear "whiteboard overview" style of the author's first book, THE BRAND GAP, but drills deeper into the question of how brands can harness the power of differentiation. The author argues that in an extremely cluttered marketplace, traditional differentiation is no longer enough-today companies need "radical differentiation" to create lasting value for their shareholders and customers. In an entertaining 3-hour read you'll learn:

- why me-too brands are doomed to fail
- how to "read" customer feedback on new products and messages
- the…


If you love Miki Agrawal...

Ad

Book cover of Trusting Her Duke

Trusting Her Duke by Arietta Richmond,

A Duke with rigid opinions, a Lady whose beliefs conflict with his, a long disputed parcel of land, a conniving neighbour, a desperate collaboration, a failure of trust, a love found despite it all.

Alexander Cavendish, Duke of Ravensworth, returned from war to find that his father and brother had…

Book cover of Show Your Work! 10 Ways to Share Your Creativity and Get Discovered

Koyaki Author Of You Are Ketchup: And Other Fly Music Industry Tales

From my list on helping parents feel better about you being a musician.

Why am I passionate about this?

I’m a Grammy-nominated musician and creative who actually loves music, not as a vocation but as a cathartic practice and art form. Because I love music and the process of creating I also understood that no matter how much I love music that the love of it had nothing to do with the business of selling music. If I wanted to maintain the love I had to learn the business and find a way to continue to cherish the art while familiarizing myself with the business of art. I found peace and a deeper understanding of where I stood in the business and understanding that helps to keep the artist sane.

Koyaki's book list on helping parents feel better about you being a musician

Koyaki Why Koyaki loves this book

I wish I could add the trilogy of Austin Kleon books; with Steal Like an Artist and Keep Going completing the trilogy. Show Your Work was the first book that I read that spoke to me about letting your supporters in on the creating. The sharing of exclusive content has become a staple for independent and major-label artists, Instagram, Tik Tok, and social platforms all rely on the need to share. For me this book was the progenitor of this line of thinking, encouraging the creative to share and disperse with the secrecy of process and move toward converting investors in one's product to investing in the person. 

By Austin Kleon ,

Why should I read it?

1 author picked Show Your Work! 10 Ways to Share Your Creativity and Get Discovered as one of their favorite books, and they share why you should read it.

What is this book about?

In his New York Times bestseller Steal Like an Artist, Austin Kleon showed readers how to unlock their creativity by stealing from the community of other movers and shakers. Now, in an even more forward-thinking and necessary book, he shows how to take that critical next step on a creative journey getting known. Show Your Work! is about why generosity trumps genius. It s about getting findable, about using the network instead of wasting time networking. It s not self-promotion, it s self-discovery let others into your process, then let them steal from you. Filled with illustrations, quotes, stories, and…


Book cover of The Defining Decade: Why Your Twenties Matter--And How to Make the Most of Them Now

Randy J. Paterson Author Of How to Be Miserable in Your Twenties: 40 Strategies to Fail at Adulting

From my list on building adulthood in your twenties.

Why am I passionate about this?

I have been conducting psychotherapy for over 30 years, much of it with young people navigating the tricky path between dependent adolescence and independent adulthood. I’ve seen the downsides of stasis and stagnation, and the tremendous benefits of learning to stand and take the tiller of one’s own life. Many of my goals in writing, vlogging, and doing therapy involve helping young adults steer their way around the potholes in the paths they aspire to tread. More broadly, I have worked on various fronts to “give psychology away,” as instructed during my training, making psychological and life-management knowledge as open and as easily accessed as possible. I operate one of Vancouver’s largest psychotherapy services and provide training to clinicians across Canada in effective mental health interventions for mood- and anxiety-related concerns.

Randy's book list on building adulthood in your twenties

Randy J. Paterson Why Randy loves this book

Jay points out that the decade of the twenties, once regarded as the core of young adult life, has become for many a kind of extended adolescence - or an early retirement. The skills, knowledge, habits, and talents which would ordinarily be developed during this time are put off for a later that may prove too late. She makes the case for treating the decade seriously - while still having fun and laying the groundwork for yet more enjoyment later on in life.

By Meg Jay ,

Why should I read it?

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

What is this book about?

Revised and reissued for a new generation, The Defining Decade has changed the way millions of twentysomethings think about their twenties -- and themselves.

Our "thirty-is-the-new-twenty" culture tells us the twentysomething years don't matter. Some say they are an extended adolescence. Others call them an emerging adulthood. In The Defining Decade, Meg Jay argues that twentysomethings have been caught in a swirl of hype and misinformation, much of which has trivialized the most transformative time of our lives.

Drawing from more than two decades of work with thousands of clients and students, Jay weaves the latest science of the twentysomething…


Book cover of Adulting: How to Become a Grown-up in 468 Easy(ish) Steps

Randy J. Paterson Author Of How to Be Miserable in Your Twenties: 40 Strategies to Fail at Adulting

From my list on building adulthood in your twenties.

Why am I passionate about this?

I have been conducting psychotherapy for over 30 years, much of it with young people navigating the tricky path between dependent adolescence and independent adulthood. I’ve seen the downsides of stasis and stagnation, and the tremendous benefits of learning to stand and take the tiller of one’s own life. Many of my goals in writing, vlogging, and doing therapy involve helping young adults steer their way around the potholes in the paths they aspire to tread. More broadly, I have worked on various fronts to “give psychology away,” as instructed during my training, making psychological and life-management knowledge as open and as easily accessed as possible. I operate one of Vancouver’s largest psychotherapy services and provide training to clinicians across Canada in effective mental health interventions for mood- and anxiety-related concerns.

Randy's book list on building adulthood in your twenties

Randy J. Paterson Why Randy loves this book

Adulthood seems like a necessary and possibly desirable life stage, but HOW exactly does one do it? What are the essentials? Brown steps away from cheerleading and the examination of deep psychological concepts, and instead focusses on the actual skills you need in order to be a tolerably functional, reasonably independent adult. From how to roast a chicken, to coping with upsells at the lube shop, to responding to dinner invitations, she inventories the things every grownup should (and often doesn’t) know.

By Kelly Williams Brown ,

Why should I read it?

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

What is this book about?

From breaking up with frenemies to fixing your toilet, this way fun comprehensive handbook is the answer for aspiring grown-ups of all ages.

If you graduated from college but still feel like a student . . . if you wear a business suit to job interviews but pajamas to the grocery store . . . if you have your own apartment but no idea how to cook or clean . . . it's OK. But it doesn't have to be this way.

Just because you don't feel like an adult doesn't mean you can't act like one. And it all…


If you love Do Cool Sh*t...

Ad

Book cover of The Duke's Christmas Redemption

The Duke's Christmas Redemption by Arietta Richmond,

A Duke who has rejected love, a Lady who dreams of a love match, an arranged marriage, a house full of secrets, a most unneighborly neighbor, a plot to destroy reputations, an unexpected love that redeems it all.

Lady Charlotte Wyndham, given in an arranged marriage to a man she…

Book cover of Slouching Toward Adulthood: Observations from the Not-So-Empty Nest

Randy J. Paterson Author Of How to Be Miserable in Your Twenties: 40 Strategies to Fail at Adulting

From my list on building adulthood in your twenties.

Why am I passionate about this?

I have been conducting psychotherapy for over 30 years, much of it with young people navigating the tricky path between dependent adolescence and independent adulthood. I’ve seen the downsides of stasis and stagnation, and the tremendous benefits of learning to stand and take the tiller of one’s own life. Many of my goals in writing, vlogging, and doing therapy involve helping young adults steer their way around the potholes in the paths they aspire to tread. More broadly, I have worked on various fronts to “give psychology away,” as instructed during my training, making psychological and life-management knowledge as open and as easily accessed as possible. I operate one of Vancouver’s largest psychotherapy services and provide training to clinicians across Canada in effective mental health interventions for mood- and anxiety-related concerns.

Randy's book list on building adulthood in your twenties

Randy J. Paterson Why Randy loves this book

The cultivation of independent adulthood is a tricky dance - usually at least part of the time conducted with parents. It helps to see the other side of the fence, and Koslow describes the emotional journey of parents as they gradually disengage from their role as captain of the ship of a young adult’s life. Whether they know it or not, you are almost certainly the biggest and most lasting project of their entire lives, and standing on the sidelines to watch it sink or swim ain’t easy.

By Sally Koslow ,

Why should I read it?

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

What is this book about?

A witty and insightful report from the parenting trenches by the mother of two "adultescents"

Millions of American parents sit down to dinner every night, wondering why fully grown children are joining them—or, more likely, grunting good-bye as they head out for another night of who knows what. Sally Koslow, a journalist, novelist, and mother of two "adultescents" digs deep to reveal what lies behind the current generation’s unwillingness—or inability—to take flight.

By delving into the latest research and conducting probing interviews with both frustrated parents and their frustrated offspring, Koslow uses humor, insight, and honest self-reflection to give voice…


Book cover of No Rules: A Memoir

Rita Dragonette Author Of The Fourteenth of September

From my list on the Vietnam War era by women writers.

Why am I passionate about this?

I’ve always been fascinated by the role of women in war: men may be on the front lines, but women deal with its impact and often struggle to have equal standing. I was inspired by stories told by my mother who was a nurse in World War II and participated in surgery under gunfire and helped liberate a POW camp in Germany. Yet, no one wanted to hear from her because she was “just a nurse.” Fast forward to Vietnam where women were still being marginalized. I wrote The Fourteenth of September to even the playing field by telling a story that was largely based upon my own experience in college during l969-1970.

Rita's book list on the Vietnam War era by women writers

Rita Dragonette Why Rita loves this book

When a girl is stuck between generations in the early days of feminism:

A classic coming-of-age memoir of the early ‘70s, where a 16-year-old who thinks she has it all figured out, hits the road. She is forced to learn fast as she encounters dropouts, draft dodgers, and communal living, all the while running up against the sexism that masqueraded as freedom and love as she discovers by trial and error, the liberated woman she wants to be.

By Sharon Dukett ,

Why should I read it?

1 author picked No Rules as one of their favorite books, and they share why you should read it.

What is this book about?

In this coming-of-age memoir, Sharon takes you with her on a nail-biting adventure through the early 1970s after leaving her sheltered home life at sixteen years old to join the hippies. Yearning for freedom, she lands in an adult world for which she is unprepared, and must learn quickly in order to survive.

As Sharon navigates the US and Canada-whether by hitchhiking, bicycle, or the back of a motorcycle-she experiences love and heartbreak, discovers whom she can and cannot trust, and awakens to the growing women's liberation movement while living in a rural off-grid commune. In this colorful memoir, she…


Book cover of The Myth of the Silver Spoon

Sharna Goldseker Author Of Generation Impact

From my list on engaging next gen donors and inheritors.

Why am I passionate about this?

As someone who was born into a legacy of stewarding philanthropy, I was always on a journey to figuring out how I had won the uterine lottery. I hadn’t earned or inherited that wealth, and yet I was to be inheriting the responsibility and opportunity to steward it. Along the way, I met other next gen who wanted to make an impact with their resources, and so for the last twenty-plus years, professionally at 21/64, I've coached next gen donors, consulted with multigenerational philanthropic families, and trained professionals who support them. I’m always looking for research and resources to share with my clients and colleagues, and I hope the below are useful resources for you.

Sharna's book list on engaging next gen donors and inheritors

Sharna Goldseker Why Sharna loves this book

Many years ago, Kristin helped me to name that next gen can be “paralyzed by predecessor, privilege, and possibilities.” First-world problems that most people don’t get to experience. 

However, if you are the child of a successful entrepreneur or have inherited wealth and philanthropic interests to allocate, there can be real challenges with finding your purpose.

She’s now dedicated a whole book to finding your way through growing up with wealth to find a life full of meaning alongside the ability to make an impact.

By Kristin Keffeler ,

Why should I read it?

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

What is this book about?

The next generation within wealthy families are often said to be born with a silver spoon in their mouths. Perceived as free from life's toughest challenges. "Having it all." But being raised in affluence brings a unique set of pressures and hidden tripwires. Great wealth casts a long shadow. Inheritors commonly face intense familial expectations, public scrutiny and judgment, and confusing or debilitating self-narratives, under which many flounder. And we-as family, friends, and society-slowly lose their contribution to our lives and the common good.

The Myth of the Silver Spoon helps guide the next gen of the affluent, their families,…


If you love Miki Agrawal...

Ad

Book cover of Old Man Country

Old Man Country by Thomas R. Cole,

This book follows the journey of a writer in search of wisdom as he narrates encounters with 12 distinguished American men over 80, including Paul Volcker, the former head of the Federal Reserve, and Denton Cooley, the world’s most famous heart surgeon.

In these and other intimate conversations, the book…

Book cover of Filthy Animals

Sue Mell Author Of A New Day: Stories

From my list on short story love, loss, and starting over.

Why am I passionate about this?

Growing up in an intellectual household with a New Yorker subscription, I became a fan of the short story early on, with J.D. Salinger, Ann Beattie, and Raymond Carver forming a baseline of personal taste and inspiration. I especially love stories that resonate with my own sense of yearning for life and love—and the deep losses that inevitably come our way. Decades of reading would pass before I began writing stories myself, and I’m thrilled to have a chance to recommend these moving and beautifully written collections.

Sue's book list on short story love, loss, and starting over

Sue Mell Why Sue loves this book

I’m a big fan of stories about people striving for creative expression and the ups and downs that accompany that path, even better when that desire is tangled up in and complicated by love—or picking oneself up after catastrophe.

I was deeply moved by the emotional richness and psychological complexity that Taylor achieves. I read this book when it first came out in 2021, but I still sometimes think about the love triangle that carries across some of these linked stories between a graduate student in mathematics and a pair of dancers in an open relationship.

By Brandon Taylor ,

Why should I read it?

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

What is this book about?

INSTANT NATIONAL BESTSELLER 

WINNER OF THE STORY PRIZE

SHORTLISTED FOR THE DYLAN THOMAS PRIZE

NAMED A BEST BOOK OF THE YEAR BY USA TODAY, NPR, VULTURE, MARIE CLAIRE, THE TIMES OF LONDON, GOOD HOUSEKEEPING, AND PUBLISHERS WEEKLY

A group portrait of young adults enmeshed in desire and violence, a hotly charged, deeply satisfying new work of fiction from the author of Booker Prize finalist Real Life

In the series of linked stories at the heart of Filthy Animals, set among young creatives in the American Midwest, a young man treads delicate emotional waters as he navigates a series of sexually…


Book cover of The Subtle Art of Not Giving a F*ck: A Counterintuitive Approach to Living a Good Life
Book cover of Everything You'd Better Know About the Record Industry
Book cover of ZAG: The #1 Strategy of High-Performance Brands

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 entrepreneurs, career development, and success in life?

Entrepreneurs 333 books
Success In Life 279 books