Here are 100 books that Let's Talk about Hard Things fans have personally recommended if you like Let's Talk about Hard Things. 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 Art of Gathering: How We Meet and Why It Matters

Angie Marie Author Of The Cycle Syncing Handbook: Identify Hormonal Patterns, Build Holistic Habits, and Embrace the Power of Your Menstrual Cycle

From my list on books for women who want to live more creatively/with more creativity.

Why am I passionate about this?

In my 20s, after always doing what I was “supposed” to, I found myself trapped in a relationship I wanted out of, in a job that barely paid the bills, and in a mindset of scarcity. After my birth control almost killed me, I dove into the mind-body connection that’s often stifled by sexism and societal expectations, becoming fascinated with pushing against the status quo and living more adventurously. I realized I needed to sincerely take my life decisions into my own hands. Since then, I’ve run ultramarathons, become an entrepreneur, and taught countless menstruators how to listen to their own bodies so they can build a life they love.

Angie's book list on books for women who want to live more creatively/with more creativity

Angie Marie Why Angie loves this book

Why do women feel like we need to invite everyone to every party, throw weddings that are closer to our parents’ style than our own, and show up to networking nights that we know we won’t get anything out of?

I know this book is meant to be about hosting gatherings, but I’ve applied the principles to nearly everything I do in work and hobbies to add more intention, impact, and fulfillment. I’ve changed the way I sit at restaurants to encourage deeper conversations with friends. I’ve started to purposefully not invite certain people to certain parties since I know it would change the dynamic negatively for others. I’ve embraced the idea of “pop-up rules” at every event I host and expect guests to follow them so that the event is transformative and not boring.

Since reading Priya’s incredible framework, I’ve led extremely successful monthly events for my community, started…

By Priya Parker ,

Why should I read it?

4 authors picked The Art of Gathering as one of their favorite books, and they share why you should read it.

What is this book about?

"Hosts of all kinds, this is a must-read!" --Chris Anderson, owner and curator of TED
 
From the host of the New York Times podcast Together Apart, an exciting new approach to how we gather that will transform the ways we spend our time together—at home, at work, in our communities, and beyond.

In The Art of Gathering, Priya Parker argues that the gatherings in our lives are lackluster and unproductive--which they don't have to be. We rely too much on routine and the conventions of gatherings when we should focus on distinctiveness and the people involved. At a time when…


If you love Let's Talk about Hard Things...

Ad

Book cover of The High House

The High House by James Stoddard,

The Victorian mansion, Evenmere, is the mechanism that runs the universe.

The lamps must be lit, or the stars die. The clocks must be wound, or Time ceases. The Balance between Order and Chaos must be preserved, or Existence crumbles.

Appointed the Steward of Evenmere, Carter Anderson must learn the…

Book cover of Break the Good Girl Myth: How to Dismantle Outdated Rules, Unleash Your Power, and Design a More Purposeful Life

Angie Marie Author Of The Cycle Syncing Handbook: Identify Hormonal Patterns, Build Holistic Habits, and Embrace the Power of Your Menstrual Cycle

From my list on books for women who want to live more creatively/with more creativity.

Why am I passionate about this?

In my 20s, after always doing what I was “supposed” to, I found myself trapped in a relationship I wanted out of, in a job that barely paid the bills, and in a mindset of scarcity. After my birth control almost killed me, I dove into the mind-body connection that’s often stifled by sexism and societal expectations, becoming fascinated with pushing against the status quo and living more adventurously. I realized I needed to sincerely take my life decisions into my own hands. Since then, I’ve run ultramarathons, become an entrepreneur, and taught countless menstruators how to listen to their own bodies so they can build a life they love.

Angie's book list on books for women who want to live more creatively/with more creativity

Angie Marie Why Angie loves this book

It shook me to discover I was living by 2 of the 5 “good girl myths” (“Logic” and “Perfection”) when I could be using evidence-backed design principles to create my life on my own terms.

One takeaway? In the beginning stages of starting my first business, I’d throw every ounce of energy into creating a “perfect” finished product before even telling anyone a project was coming. When launch day came, nobody would buy. I was so frustrated investing time, money, and energy into projects that wouldn’t take off.

Majo’s book taught me the value of “prototyping.” Just like professional designers, engineers, and inventors need to create a minimally viable product to validate the idea, I can do so in all areas of my life. What’s the smallest step forward I can take toward a goal right now that I can afford to lose from? That’s entrepreneurial thinking.

By Majo Molfino ,

Why should I read it?

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

What is this book about?

"A must-read for any woman who is ready to design a life on her own terms." - Sophia Amoruso, Founder and CEO, Girlboss

Women: it's time to break the good girl myths that are holding you back and share your true gifts with this groundbreaking book from Stanford University-trained designer and women's leadership expert Majo Molfino.

For thousands of years, women have been taught to be "good" instead of powerful. But when we embody the good girl, we hold back their voices and gifts in a world that desperately needs female perspectives.

Drawing on countless coaching sessions and conversations with…


Book cover of More: Life on the Edge of Adventure and Motherhood

Angie Marie Author Of The Cycle Syncing Handbook: Identify Hormonal Patterns, Build Holistic Habits, and Embrace the Power of Your Menstrual Cycle

From my list on books for women who want to live more creatively/with more creativity.

Why am I passionate about this?

In my 20s, after always doing what I was “supposed” to, I found myself trapped in a relationship I wanted out of, in a job that barely paid the bills, and in a mindset of scarcity. After my birth control almost killed me, I dove into the mind-body connection that’s often stifled by sexism and societal expectations, becoming fascinated with pushing against the status quo and living more adventurously. I realized I needed to sincerely take my life decisions into my own hands. Since then, I’ve run ultramarathons, become an entrepreneur, and taught countless menstruators how to listen to their own bodies so they can build a life they love.

Angie's book list on books for women who want to live more creatively/with more creativity

Angie Marie Why Angie loves this book

As a woman in her 30s, I’m expected to know whether I want children. And that I should have them. And soon.

Majka vulnerably shares the trade-offs of having unexpected twins while she was peaking athletically and, as an entrepreneur, in a world where we don’t often get to peek at that nuance.

I’m afraid that if I have kids, I’ll lose my athletic passion. I’ll lose friends. I’ll lose my current body. But also, I would gain so much, as seen by how Majka describes her ever-evolving relationship with her husband, her twins, her company, and her sport.

My passions are what drive me to wake up every day. If I choose to have kids, they’ll wake me up every day, and I’m fascinated by that overlap of passion and motherhood. I highlighted lines all over this book to remind me of the challenges, trade-offs, and beauty of living…

By Majka Burhardt ,

Why should I read it?

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

What is this book about?

An intense and emotional epistolary memoir by one of the world's top ice climbers, born at the confluence of motherhood, adventure, career, and marriage.

As one of the world's leading female professional rock and ice climbers, Burhardt and her husband led globe-trotting, adventure-seeking lives. When she learns that she's pregnant-with twins-Burhardt at first tries to justify her insistence on pursuing extreme risk in the face of responsibility. But she is ultimately forced to grieve the avalanche of emotions that accompanies any major life transitions along with the physical changes in her own body.

Based on the letters and journals Burhardt…


If you love Anna Sale...

Ad

Book cover of The Guardian of the Palace

The Guardian of the Palace by Steven J. Morris,

The Guardian of the Palace is the first novel in a modern fantasy series set in a New York City where magic is real—but hidden, suppressed, and dangerous when exposed.

When an ancient magic begins to leak into the world, a small group of unlikely allies is forced to act…

Book cover of Nowhere for Very Long: The Unexpected Road to an Unconventional Life

Angie Marie Author Of The Cycle Syncing Handbook: Identify Hormonal Patterns, Build Holistic Habits, and Embrace the Power of Your Menstrual Cycle

From my list on books for women who want to live more creatively/with more creativity.

Why am I passionate about this?

In my 20s, after always doing what I was “supposed” to, I found myself trapped in a relationship I wanted out of, in a job that barely paid the bills, and in a mindset of scarcity. After my birth control almost killed me, I dove into the mind-body connection that’s often stifled by sexism and societal expectations, becoming fascinated with pushing against the status quo and living more adventurously. I realized I needed to sincerely take my life decisions into my own hands. Since then, I’ve run ultramarathons, become an entrepreneur, and taught countless menstruators how to listen to their own bodies so they can build a life they love.

Angie's book list on books for women who want to live more creatively/with more creativity

Angie Marie Why Angie loves this book

When I got divorced, I kept my ex-partner’s last name. It felt shameful in some ways, but it also felt like the best option financially and career-wise. I was so relieved to read a memoir of a woman who confidently and decisively kept her ex’s last name even as she blazed a brand-new path for herself while the relationships around her blew up.

From the outside, my life can look easy and happy. But, of course, I deal with challenges that feel unsurmountable at the time, with critics who make me second-guess my work and with the expectations of how a woman should look and speak. In this book Brianna breaks down her own journey of rebuilding a life that looked shiny on the outside but had major struggles that she could no longer ignore.

I’ve struggled at work, in marriage, and in my identity. To read a memoir from…

By Brianna Madia ,

Why should I read it?

1 author picked Nowhere for Very Long as one of their favorite books, and they share why you should read it.

What is this book about?

NEW YORK TIMES BESTSELLER * WALL STREET JOURNAL BESTSELLER * USA TODAY! BESTSELLER

In this beautifully written, vividly detailed memoir, a young woman chronicles her adventures traveling across the deserts of the American West in an orange van named Bertha and reflects on an unconventional approach to life.

A woman defined by motion, Brianna Madia bought a beat-up bright orange van, filled it with her two dogs Bucket and Dagwood, and headed into the canyons of Utah with her husband. Nowhere for Very Long is her deeply felt, immaculately told story of exploration-of the world outside and the spirit within.…


Book cover of Just Listen: Discover the Secret to Getting Through to Absolutely Anyone

Kymberly Dakin-Neal Author Of Head, Heart, and Hands Listening in Coach Practice: The Listening Coach

From my list on our quietest superpower: listening.

Why am I passionate about this?

I’ve always been curious about people and the way they interact. When I was a small child, all our neighbors had their back doors wide open to catch the summertime breeze; they’d get the sense they were being watched… by my small face pressed against the screen door, listening and learning. My parents would get called..” She’s doing it again.” As an introvert, a performing artist, and a coach, I’ve learned to tune my ears to the messaging beneath the words—the unspoken truth in the interaction. And I truly believe that if we can learn to be more effective and compassionate listenersour world will change for the better.

Kymberly's book list on our quietest superpower: listening

Kymberly Dakin-Neal Why Kymberly loves this book

For anyone tempted to label good listening as “soft skills,” this book will prove you wrong! Even though the book was published in 2010, Goulston positions listening as a vital skill all the more needed in today’s fractious times.

Each chapter is structured with a high-stakes story, “Usable Insights,” and “Action Steps,” with excellent, researched info in between. From the chapter titled “Nine Core Rules for Getting Through to Anyone,” I personally learned so much from this book that I could apply to my daily interactions—particularly those with my very argumentative teenage daughter!

By Mark Goulston ,

Why should I read it?

3 authors picked Just Listen as one of their favorite books, and they share why you should read it.

What is this book about?

Getting through to someone is a critical, fine art. Whether you are dealing with a harried colleague, a stressed-out client, or an insecure spouse, things will go from bad to worse if you can't break through emotional barricades and get your message thoroughly communicated and registered.

Drawing on his experience as a psychiatrist, business consultant, and coach, author Mark Goulston combines his background with the latest scientific research to help you turn the "impossible" and "unreachable" people in their lives into allies, devoted customers, loyal colleagues, and lifetime friends.

In Just Listen, Goulston provides simple yet powerful techniques you can…


Book cover of Managing Up

Elizabeth Lotardo Author Of Leading Yourself

From my list on make your job suck less.

Why am I passionate about this?

We often think creating a great work experience is the job of our manager, HR, or CEO. But those people are busy and imperfect. Waiting for someone else to fix your job is a setup for disappointment. My new book is about creating meaning, joy, and opportunities at work, even when your job isn’t perfect. I have an undergraduate degree in advertising and a Master’s in Industrial & Organizational Psychology, and I am currently a fellow at the Institute of Coaching.

Elizabeth's book list on make your job suck less

Elizabeth Lotardo Why Elizabeth loves this book

I love this book because it provides practical guidance (literally scripts!) for managing imperfect bosses.

Your boss often decides whether you get promoted, what your salary is, and whether your roadmap is inspiring or overloaded. Knowing how to lead up and get what you need is imperative for any position in any industry. 

By Melody Wilding ,

Why should I read it?

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

What is this book about?

An indispensable guide to navigating power dynamics, building effective relationships with higher-ups, and earning more authority, freedom, and confidence at work—from one of today's “most innovative career coaches” (Insider).

“Outstanding. Wilding's scripts and strategies show us a better way to get ahead at work.”—Greg McKeown, New York Times bestselling author of Essentialism and Effortless
 
Do you feel vulnerable to the whims of your boss, peers, or internal politics, pushing through each day with a nagging undercurrent of anxiety? Maybe you're micromanaged, interrupted in meetings, saddled with busy work, or overlooked for career opportunities. But what if you could subtly teach…


If you love Let's Talk about Hard Things...

Ad

Book cover of Oaky With a Hint of Murder

Oaky With a Hint of Murder by Dawn Brotherton,

Aury and Scott travel to the Finger Lakes in New York’s wine country to get to the bottom of the mysterious happenings at the Songscape Winery. Disturbed furniture and curious noises are one thing, but when a customer winds up dead, it’s time to dig into the details and see…

Book cover of I Hear You: The Surprisingly Simple Skill Behind Extraordinary Relationships

Kate Somerset Author Of Mom... You Just Need to Get Laid

From my list on becoming a memorable connector.

Why am I passionate about this?

Whether writing under my pen name Kate Somerset, or showing up as Ann Louden in real life, I've always believed in the enriching value of making memorable connections. As a consultant to nonprofits, I emphasize it’s not the number of donors that guarantees philanthropic support. It’s the quality of relationships with the organization. The deeper the connections, the more likely that donors will significantly invest and re-invest. As a breast cancer survivor/spokesperson, I know the importance of having a support team. And as an author and relationship coach, I emphasize establishing trust in relationships. The books on this list describe how you can be a connector, each with uniquely valuable content. I hope you find them all meaningful!

Kate's book list on becoming a memorable connector

Kate Somerset Why Kate loves this book

When I read this book, the lightbulb went off. I have been in so many situations where I didn’t feel heard, but I couldn’t quite put my finger on why.

Sorenson explains that truly being connected happens only when we are validated. I never realized that almost every conversation we have is a bid for validation. We are asking others not just to hear us but also to “say something.”

The response can either be positive or engageda turning towards usOR negative or passivea turning away from us. I couldn’t have put it into these exact words, but I now know that being understood is one of the greatest of human needs and is often unmet. The book underscores that connections happen best through validation. 

By Michael S. Sorensen ,

Why should I read it?

3 authors picked I Hear You as one of their favorite books, and they share why you should read it.

What is this book about?

What if making one tweak to your day-to-day conversations could immediately improve every relationship in your life?

In this 3-hour, conversational read, you’ll discover the whats, whys, and hows of one of the most valuable (yet surprisingly little-known) communication skills available—validation. 

Whether you’re looking to improve your relationship with your spouse, navigate difficult conversations at work, or connect on a deeper level with friends and family, this book delivers simple, practical, proven techniques for improving any relationship in your life.

Mastery of this simple skill will enable you to:

Calm (and sometimes even eliminate) the concerns, fears, and uncertainties of…


Book cover of Breaking Through: Communicating to Open Minds, Move Hearts, and Change the World

J. Richard Gentry Author Of Brain Words: How the Science of Reading Informs Teaching

From my list on the movement to change teaching reading in English.

Why am I passionate about this?

As a reading educator my mission in life is to give the gift of literacy. Inspiration came from my mother, my first-grade teacher who taught me to read. At 90-plus years old and declining, I dedicated one of my 18 books on teaching literacy to her. She sent me the last letter she would ever write and said, “Oh, oh, oh!”—a quote from Dick and Jane, the book she used to teach reading to three generations of first graders—“I always wanted to write a book but never did. I hope a word of mine is on a page or two of yours.” Her inspiration is on every page.

J.'s book list on the movement to change teaching reading in English

J. Richard Gentry Why J. loves this book

This book changed my life as a scholar who champions change in how we teach reading.

Susman brilliantly charts the path for anyone who wants to open minds, move hearts, and change the world in any movement or endeavor. She chronicles her own career journey which led her to be the renowned head of corporate affairs at Pfizer during the pandemic and beyond and leaves the reader with a path to follow in their own campaigns for change based on compassion and common sense.

By Sally Susman ,

Why should I read it?

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

What is this book about?

A Wall Street Journal Bestseller

Pfizer's trailblazing communications leader, Sally Susman, reveals how we can break through the noise to get our message across and make positive change.

A global pandemic. A roller-coaster economy. Political tensions ready to ignite, and common civility at an all-time low. For leaders, the pressures and the stakes could not be higher. And in such a stormy, often dangerous world, communications can no longer be considered a soft skill. The ability to reach people and drive public conversation is a rock-hard competency.

In this wise and inspiring book, Sally Susman, the renowned head of corporate…


Book cover of We Can't Talk about That at Work! How to Talk about Race, Religion, Politics, and Other Polarizing Topics

Barbara B. Adams PsyD Author Of Women, Minorities, and Other Extraordinary People: The New Path for Workforce Diversity

From my list on workforce diversity that won’t piss you off.

Why am I passionate about this?

I don’t have a passion for the diversity, equity, and inclusion topic. I have an obligation. When I didn’t see or understand the horrific injustice of systemic oppression, I couldn’t do anything about it. Now that I see it, I cannot ignore it. I’ve become an expert through my work in organizational development. I work with technology, healthcare, financial services and educational services clients around the globe, and in 2016 I founded GAR (Gender, Age, Race) Diversity Consulting. Prior to GAR, I was a director in the National Diversity and Inclusion office at Kaiser Permanente, and I worked for many years as a global management and technology consultant with American Management Systems, Inc (now CGI). 

Barbara's book list on workforce diversity that won’t piss you off

Barbara B. Adams PsyD Why Barbara loves this book

In the age of Black Lives Matter, and the racial, political, and structural tensions that permeate society, Mary-Frances Winters has written a gift of a book that helps us understand why polarization occurs and how to manage conversations about topics often seen as taboo. She is nothing short of brilliant in explaining how culture embeds itself in people’s perceptions and beliefs. This small yet powerful book provides everything leaders and managers need to learn to create spaces of safety and facilitate dialogue that is meaningful, insightful, and often profound. This is the book we have been waiting for!

By Mary-Frances Winters ,

Why should I read it?

1 author picked We Can't Talk about That at Work! How to Talk about Race, Religion, Politics, and Other Polarizing Topics as one of their favorite books, and they share why you should read it.

What is this book about?

Instead of shutting down any mention of taboo topics, Mary-Frances Winters shows how to structure intentional conversations about them, so people can safely confront biases and stereotypes and create stronger, more inclusive organizations.

Politics, religion, race - we can't talk about topics like these at work, right? But in fact, these conversations are happening all the time, either in real life or virtually via social media. And if they aren't handled effectively, they can become more polarizing and divisive, impacting productivity, engagement, retention, teamwork, and even employees' sense of safety in the workplace. But you can turn that around and…


If you love Anna Sale...

Ad

Book cover of December on 5C4

December on 5C4 by Adam Strassberg,

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…

Book cover of Skilled Interpersonal Communication: Research, Theory and Practice

Stuart Hanscomb Author Of Critical Thinking: The Basics

From my list on interpersonal communication and influence.

Why am I passionate about this?

I am an academic at the University of Glasgow with a background in philosophy and psychology. My approach to critical thinking is broad and informed by several other teaching and research interests: emotional intelligence, the psychology of influence, interpersonal communication, and virtue ethics. Motivating much of what I do is the question: How are we to live well? With respect to critical thinking I don’t just deal with the nature and structure of arguments, but also with the role they play in constructive dialogues, and how poor reasoning is linked to psychological biases and the absence of certain virtues. The books I have chosen here are representative of these concerns.

Stuart's book list on interpersonal communication and influence

Stuart Hanscomb Why Stuart loves this book

As well as being academically sound this book is accessible and engaging, and it deals with subjects such as explaining, listening, assertiveness, negotiations, and persuasion in a way that is highly applied and always useful. Perhaps most importantly it addresses many of the aspects of interpersonal communication that I have for a long time found fascinating and challenging.

By Owen Hargie ,

Why should I read it?

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

What is this book about?

-Number one text for depth and comprehensive coverage: detailed analysis of existing knowledge and practice
-Comprehensively updated in 7th edition with latest research findings, theoretical developments and applications to practice.
-Well structured and easily navigable: topic areas clearly defined and packaged to fit course delivery
-Unmatched authority: highly recognized author and five previously successful editions
-Links theory to practice to help students learn and apply key skills
-Offers a strong UK-originated alternative to other US-oriented texts
-Flexible and cross-disciplinary: applies to a broad range of professional roles and contexts


Book cover of The Art of Gathering: How We Meet and Why It Matters
Book cover of Break the Good Girl Myth: How to Dismantle Outdated Rules, Unleash Your Power, and Design a More Purposeful Life
Book cover of More: Life on the Edge of Adventure and Motherhood

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 communication, interpersonal communication, and presidential biography?

Communication 84 books