Here are 100 books that How to Have Tough Conversations fans have personally recommended if you like How to Have Tough Conversations. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Accidental Billionaires: The Founding of Facebook: A Tale of Sex, Money, Genius and Betrayal

William Piercy Author Of Life's Too Short for a Bad Business Partner

From my list on managing business relationships.

Why am I passionate about this?

After more than two decades of practice in the “corporate divorce” arena, I understand the challenges that arise from internal dissension within the management, operations, and ownership of a closely held business. Business is about relationships; relationships with customers, vendors, lenders, landlords, and often, relationships with business partners. Sometimes, business relationships stop being productive and start to impede business growth and success. That’s where I come in. I work with business owners to bring a successful resolution to disputes concerning the management and control of the business.

William's book list on managing business relationships

William Piercy Why William loves this book

Before Mark Zuckerberg and Eduardo Saverin were titans of tech and venture capital, they were college friends, and this book tells the partially fictionalized origin story of Facebook and its founders. Like many business partnerships, Facebook started as a friendship. In page-turning fashion, the book tracks the progression, and later regression, of the relationship between Zuckerberg and Saverin from friends to business partners to bitter rivals.

This book is simultaneously an entertaining beach read and a cautionary tale for startup co-founders. 

By Ben Mezrich ,

Why should I read it?

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

What is this book about?

The New York Times bestseller and inspiration for the Oscar-winning movie, The Social Network

Eduardo Saverin and Mark Zuckerberg - an awkward maths prodigy and a painfully shy computer genius - were never going to fit in at elite, polished Harvard. Yet that all changed when master-hacker Mark crashed the university's entire computer system by creating a rateable database of female students. Narrowly escaping expulsion, the two misfits refocused the site into something less controversial - 'The Facebook' - and watched as it spread like wildfire across campuses around the country, and their popularity exploded in the process.

Yet amidst…


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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 Necessary Endings

William Piercy Author Of Life's Too Short for a Bad Business Partner

From my list on managing business relationships.

Why am I passionate about this?

After more than two decades of practice in the “corporate divorce” arena, I understand the challenges that arise from internal dissension within the management, operations, and ownership of a closely held business. Business is about relationships; relationships with customers, vendors, lenders, landlords, and often, relationships with business partners. Sometimes, business relationships stop being productive and start to impede business growth and success. That’s where I come in. I work with business owners to bring a successful resolution to disputes concerning the management and control of the business.

William's book list on managing business relationships

William Piercy Why William loves this book

What I most enjoyed about this book is the core message that business relationships, even successful and productive ones, are not meant to last forever. There is a season for everything. Far too often, partners enter into business relationships in the same way they enter a marriage, thinking that it will or should last forever. But there is a reason that the ceremony and the vows associated with the consummation of a marriage are missing from the formation of a business relationship.

This book advocates for beginning with the end in mind. It also helps readers understand that sometimes, ripping the band-aid off and ensuring the short-term pain is the only way to heal and prosper.

By Henry Cloud ,

Why should I read it?

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

What is this book about?

"If you're hesitant to pull the trigger when things obviously aren't working out, Henry Cloud's Necessary Endings may be the most important book you read all year." -Dave Ramsey, New York Times bestselling author of The Total Money Makeover "Cloud is a wise, experienced, and compassionate guide through [life's] turbulent passages." -Bob Buford, bestelling author of Halftime and Finishing Well; founder of the Leadership Network Henry Cloud, the bestselling author of Integrity and The One-Life Solution, offers this mindset-altering method for proactively correcting the bad and the broken in our businesses and our lives. Cloud challenges readers to achieve the…


Book cover of Main Street Millionaire

William Piercy Author Of Life's Too Short for a Bad Business Partner

From my list on managing business relationships.

Why am I passionate about this?

After more than two decades of practice in the “corporate divorce” arena, I understand the challenges that arise from internal dissension within the management, operations, and ownership of a closely held business. Business is about relationships; relationships with customers, vendors, lenders, landlords, and often, relationships with business partners. Sometimes, business relationships stop being productive and start to impede business growth and success. That’s where I come in. I work with business owners to bring a successful resolution to disputes concerning the management and control of the business.

William's book list on managing business relationships

William Piercy Why William loves this book

While not a book about maintaining or ending business relationships, this book provides valuable insights into creating them effectively. When buying and selling businesses, many people focus on price alone, creating a winner-takes-all dynamic between buyer and seller.

However, there are many ways to structure these transactions to create win-win scenarios. The same is true in crafting successful business partnerships. This book does a great job of highlighting those possibilities in a practical, readable format.

By Codie Sanchez ,

Why should I read it?

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

What is this book about?

****THE INSTANT NEW YORK TIMES BESTSELLER****

Rich people know a secret. In this book, former Wall Street investor Codie Sanchez pulls back the curtain.

Most people look for wealth in all the wrong places.. From dropshipping and startups to grinding for promotions, you might believe you have to trade your life to be one of the few who win. But the truly rich know these paths are paved with delusion and false promises.

In Main Street Millionaire, Codie Sanchez teaches you the path the wealthy really walk. Instead of risking it all with little chance of success, she shows you…


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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 A Tale of Two Owners

William Piercy Author Of Life's Too Short for a Bad Business Partner

From my list on managing business relationships.

Why am I passionate about this?

After more than two decades of practice in the “corporate divorce” arena, I understand the challenges that arise from internal dissension within the management, operations, and ownership of a closely held business. Business is about relationships; relationships with customers, vendors, lenders, landlords, and often, relationships with business partners. Sometimes, business relationships stop being productive and start to impede business growth and success. That’s where I come in. I work with business owners to bring a successful resolution to disputes concerning the management and control of the business.

William's book list on managing business relationships

William Piercy Why William loves this book

This book, written in a fable format, tells the story of the aging co-founders of a successful technology company. Although they’ve worked well together for decades, their goals become incompatible when one wishes to sell and the other wishes to bring on a family member as a partner and eventual successor.

This book offers an insightful guide to the financial and psychological challenges and opportunities associated with bringing productive closure to a business relationship.

By Patrick A. Ungashick ,

Why should I read it?

1 author picked A Tale of Two Owners as one of their favorite books, and they share why you should read it.

What is this book about?

A Tale of Two Owners is the fable of Al Beaman and Robert Gilmore, co-owners of a high successful IT service company. As is the case with so many business co-owners, they eventually realize their exit goals are incompatible. Al reaches a point where he wishes to sell the company for top dollar, while Robert not only does not want to sell, but desires to pass his ownership to his daughter Jessica. For the first time in their seventeen-year partnership, Al and Robert find themselves butting heads on the direction of their business. In the second part of this book,…


Book cover of Speak-Up Culture: When Leaders Truly Listen, People Step Up

Minette Norman Author Of The Boldly Inclusive Leader: Transform Your Workplace (and the World) by Valuing the Differences Within

From my list on amazing leader, listener, and human being.

Why am I passionate about this?

I spent 20 years leading global teams in Silicon Valley, and I had few role models for empathetic, human, and inclusive leadership. I was committed to being the leader I wished I’d had all those years. I had a lot of success, a big VP-level job, and I loved my work. Then, I got a new manager who bullied, undermined, and silenced me. I decided I wanted to help leaders do better. I became an author, speaker, and consultant focused on inspiring leaders to create an environment where everyone is heard, seen, and respected.

Minette's book list on amazing leader, listener, and human being

Minette Norman Why Minette loves this book

When I received an advanced reader copy of this book from the author, Stephen Shedletzky (aka Shed), I was prepared to read with a critical eye because I had already felt I knew a lot about building psychologically safe team cultures. However, as soon as I read the opening of the book, where Shed shares the story behind Boeing’s 737 Max crashes in 2018 and 2019, I was hooked.

I appreciated the depth of the book. It’s not only about why leaders need to create a psychologically safe environment in which people can speak up and how they can do it; it’s also about how they make it worth taking the risk of speaking up. I loved the stories and found the whole book highly compelling.

By Stephen Shedletzky ,

Why should I read it?

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

What is this book about?

We know the impacts of poor leadership: lackluster performance, missed opportunities, deleterious cultures, and, in some cases, disaster. While these issues are all too common, leaders also possess an immense opportunity. They can create a speak-up culture, one in which people feel it is both safe and worth it to share their ideas, concerns, disagreements, and even mistakes-all for the betterment of the organization.

Speak-Up Culture is for leaders at all levels? from senior executives who believe in putting people and purpose first; to mid-level supervisors who wish to lead better and nurture the voice of their people; to aspiring…


Book cover of The Wisdom of Insecurity: A Message for an Age of Anxiety

Donna Quesada Author Of The Buddha in the Classroom: Zen Wisdom to Inspire Teachers

From my list on spiritual journeys and the books you should take with you.

Why am I passionate about this?

I’m now in my 25th year as professor of eastern philosophy at Santa Monica College. One of the things I love most about teaching this subject is the unconventional nature of the way I'm able to approach it. Unlike many other academic subjects, it lends itself to an experiential counterpart, so it’s a joy to share a few minutes of meditation before getting into any lectures or discussions. I share from my own personal experiences in different styles of meditation, which come from years of trainings in Kundalini and Hatha Yoga, as well as from my background in Zen.

Donna's book list on spiritual journeys and the books you should take with you

Donna Quesada Why Donna loves this book

In my own book, The Buddha in the Classroom, I tell the story of my fortuitous and life-changing first encounter with this book, while in my first year of college. Foreshadowing my career as a teacher of eastern philosophy, it lit the fire of my ongoing interest in Zen and had a profound impact on my personal journey into meditation. I sensed that the ironic title held some precious secret. I would discover, within its pages, the magic that happens when we learn to lean into the unknown, rather than fight against it. Indeed, the search for assuredness in life only seems to perpetuate the angst that is at the root of all the anxiety that characterizes the human condition... at least for many of us! Through letting go, we become more free.

By Alan Watts ,

Why should I read it?

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

What is this book about?

Acclaimed philosopher Alan Watts shows us how—in an age of unprecedented anxiety—we can find fulfillment by embracing the present and living more fully in the now. He is "the perfect guide for a course correction in life" (from the Introduction by Deepak Chopra). 

The brain can only assume its proper behavior when consciousness is doing what it is designed for: not writhing and whirling to get out of present experience, but being effortlessly aware of it.

Alan Watts draws on the wisdom of Eastern philosophy and religion in this timeless and classic guide to living a more fulfilling life. His…


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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 Curveball

Sophie Goldstein Author Of The Oven

From my list on for speculative fiction lovers.

Why am I passionate about this?

I am a compulsive reader and writer of speculative fiction, in love with the genre’s capacity to extrapolate our present social, economic and technological into horrifying/astonishing futures. That being said, I need strong writing and compelling characters to pull me into a world and make it feel lived in and real. It’s this kind of emotional realism that I seek out as a reader and try to create as an author.

Sophie's book list on for speculative fiction lovers

Sophie Goldstein Why Sophie loves this book

Curveball is less compelled by plot than by setting and character. Sorese’s future is gorgeously imagined in melting black, white, and gray with electric orange highlights. Every element–from the clothing to the tech to the furniture–is thoughtfully designed and elegantly rendered. Moreover, Curveball has some of the best acting I have ever seen in *any* graphic novel. A triumph!

By Jeremy Sorese ,

Why should I read it?

1 author picked Curveball as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

Curveball is a science fiction graphic novel telling the story of a waiter named Avery coping with the ending of a difficult relationship. Having spent years attempting to build something substantial with an indecisive sailor named Christophe, Avery stubbornly holds on despite the mounting evidence against him. The idea of the relationship has eclipsed its reality and in Avery's already troubled life, the allure of something dependable is a powerful force.

Curveball focuses on the duality of hope and delusion. How ignorance is integral to surviving our day to day lives but can be incredibly destructive if allowed to blossom…


Book cover of Self-Compassion: The Proven Power of Being Kind to Yourself

Lauren Cook Author Of Generation Anxiety: A Millennial and Gen Z Guide to Staying Afloat in an Uncertain World

From my list on how to cope and live with anxiety.

Why am I passionate about this?

I’ve lived with anxiety for most of my life. Whether it’s been with emetophobia (a phobia of vomit) or an intense bout of panic attacks, I know the story well. Now, as a psychologist, I’ve seen up close what works and what doesn’t. I love helping my clients and the audiences that I work with learn how to accept their anxiety, rather than try to make it go away. This is often counterintuitive at first but we can still live an empowered life, even with the anxiety present. When we do this, we’ve unlocked a whole new level of liberation where we can show up fully, worries and all. 

Lauren's book list on how to cope and live with anxiety

Lauren Cook Why Lauren loves this book

This book is a staple in the field of psychology and mental health and for very good reason.

So many of us struggle with being kind to our mind and we worry that we’ll truly fall apart if we are compassionate to ourselves. Dr. Neff brings the evidence-backed research to prove that self-compassion is the antidote to anxiety and it has incredibly restorative potential to help us not only get back to baseline, but truly feel better.

By Kristin Neff ,

Why should I read it?

6 authors picked Self-Compassion as one of their favorite books, and they share why you should read it.

What is this book about?

THE 10TH ANNIVERSARY EDITION WITH A NEW FOREWORD FROM KRISTIN NEFF

'Kristin Neff offers practical, wise guidance on the path of emotional healing and deep inner transformation.' Tara Brach, PhD, author of Radical Acceptance

Kristin Neff PhD, is a professor in educational psychology, and the world's expert on self-compassion. A pioneer who established self-compassion as a field of study, Kristin offers a powerful solution for combating negativity and insecurity - the symptoms of living in a high-pressure world.

Through tried and tested exercises and audio downloads, readers learn the 3 core components that will help to heal destructive emotional patterns…


Book cover of Fierce Self-Compassion: How Women Can Harness Kindness to Speak Up, Claim Their Power, and Thrive

Caverly Morgan Author Of The Heart of Who We Are: Realizing Freedom Together

From my list on inner and outer peace.

Why am I passionate about this?

The question “Who are you?” has been central to my practice over the last 30 years. This inquiry led me to live in a silent monastery for eight years. If we aren’t who we have been conditioned to see ourselves to be, then who are we? Who are we truly? This inquiry has led to happiness in my own life, it’s led to happiness in the lives of thousands of teens who have been served through the nonprofit I founded―Peace in Schools, and it’s led to happiness with the adults who have come to my workshops and retreats.  

Caverly's book list on inner and outer peace

Caverly Morgan Why Caverly loves this book

I absolutely loved this book because it offers a powerful blend of tender self-acceptance and fierce, assertive action. I found it incredibly empowering, especially as a woman navigating a world that often undermines our power. The practical tools and mindfulness practices resonated deeply with me, helping me cultivate both inner strength and compassion.

I was particularly moved by Dr. Neff's personal stories, which made the concepts feel relatable and applicable to my own life. This book has truly changed how I view self-compassion—not just as a gentle, passive act but as a bold, transformative force that allows me to stand up for myself and others.

By Kristin Neff ,

Why should I read it?

1 author picked Fierce Self-Compassion as one of their favorite books, and they share why you should read it.

What is this book about?

A follow up from the bestselling Self-Compassion, this book shows why it is more urgent than ever that women acknowledge their areas of suffering, celebrate their inner voice and challenge the male-orientated status quo.

The book will draw on Kristin Neff's own life story as well as the stories of other women to show how readers can harness self-compassion and gain the strength, clarity and courage needed to be resilient and stand up for themselves in our male-dominated society.

She'll explore core issues such as gender differences, why we aren't more compassionate to ourselves, and what women do for love.…


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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 The Fearless Organization: Creating Psychological Safety in the Workplace for Learning, Innovation, and Growth

Karen Meager Author Of Rest. Practise. Perform.: What elite sport can teach leaders about sustainable wellbeing and performance

From my list on helping you banish burnout forever.

Why am I passionate about this?

When I worked in clinical practice as a psychotherapist, I worked with many burnt-out clients and always found it frustrating that the conventional wisdom was to take time off or stop working, which is just not practical (or desirable) for many people. I was always looking for alternative things people could do to help themselves. Then I experienced burnout myself, and whilst it was dreadful, I learnt first hand how to put all of this into practice, hence my research on the topic. I now work with people and organisations in high pressured, innovative environments where the focus is on preventing burnout rather than recovering.

Karen's book list on helping you banish burnout forever

Karen Meager Why Karen loves this book

In organisations, culture can drive or protect people against burnout, and I love Amy’s work because she addresses a wide range of organisational issues through the topic of psychological safety.

I find the ideas and concrete strategies described in this book can flex to almost any type of business and she provides just enough science to convince the more academically minded whilst remaining practical and realistic.

By Amy C. Edmondson ,

Why should I read it?

3 authors picked The Fearless Organization as one of their favorite books, and they share why you should read it.

What is this book about?

Conquer the most essential adaptation to the knowledge economy

The Fearless Organization: Creating Psychological Safety in the Workplace for Learning, Innovation, and Growth offers practical guidance for teams and organizations who are serious about success in the modern economy. With so much riding on innovation, creativity, and spark, it is essential to attract and retain quality talent-but what good does this talent do if no one is able to speak their mind? The traditional culture of "fitting in" and "going along" spells doom in the knowledge economy. Success requires a continuous influx of new ideas, new challenges, and critical thought,…


Book cover of The Accidental Billionaires: The Founding of Facebook: A Tale of Sex, Money, Genius and Betrayal
Book cover of Necessary Endings
Book cover of Main Street Millionaire

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