Here are 100 books that The Gap and The Gain fans have personally recommended if you like The Gap and The Gain. 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 Good to Great

John Mullins Author Of Break the Rules!: The Six Counter-Conventional Mindsets of Entrepreneurs That Can Help Anyone Change the World

From my list on enhanced success of your entrepreneurial journey.

Why am I passionate about this?

The world of entrepreneurship has been my driving passion for decades. Why? It is entrepreneurs, despite their many quirks, who make the world a better place. It’s entrepreneurs who create jobs in a world where jobs in many places are in short supply. It’s entrepreneurs who wake up every day with a passion to forge their own path with the freedom to do so. And it’s why I embarked at mid-life on a second career as a business-school professor. It’s why I teach and why I write. The books I suggest here will give you a fighting chance to deal effectively with the challenges you’ll surely find along your entrepreneurial journey.

John's book list on enhanced success of your entrepreneurial journey

John Mullins Why John loves this book

Jim Collins’ best book is the most pragmatic and most useful business book I’ve ever read. Period. From “getting the right people on the bus” to “the hedgehog concept” and more, the fundamentals entailed in creating a truly great business are all here. What more need I say? 

By Jim Collins ,

Why should I read it?

17 authors picked Good to Great as one of their favorite books, and they share why you should read it.

What is this book about?

________________________________
Can a good company become a great one? If so, how?

After a five-year research project, Jim Collins concludes that good to great can and does happen. In this book, he uncovers the underlying variables that enable any type of organisation to make the leap from good to great while other organisations remain only good. Rigorously supported by evidence, his findings are surprising - at times even shocking - to the modern mind.

Good to Great achieves a rare distinction: a management book full of vital ideas that reads as well as a fast-paced novel. It is widely regarded…


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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 Emergent Strategy: Shaping Change, Changing Worlds

Jess Rimington Author Of Beloved Economies

From my list on reimagining business from the ground up.

Why am I passionate about this?

Since a young age, I’ve been focused on how we can build a more just economy that restores and repairs versus extracts from our communities. My expertise is in the micro-economies of alternative, emerging economic solutions—in other words, how businesses and organizations can transform how they work to become pieces of an economy that works for all. 

Jess' book list on reimagining business from the ground up

Jess Rimington Why Jess loves this book

I adore this book because it offers such practical, grounded strategies for navigating and facilitating change, drawing deep inspiration from the natural world.

Its insights feel both wise and usable, and they speak to a worldview and way of being that are profoundly dear to my heart.

It’s a touchstone for me—so much so that it permanently lives on my office bookshelf.

By Adrienne Maree Brown ,

Why should I read it?

13 authors picked Emergent Strategy as one of their favorite books, and they share why you should read it.

What is this book about?

In the tradition of Octavia Butler, radical self-help, society-help, and planet-help to shape the futures we want.

Inspired by Octavia Butler's explorations of our human relationship to change, Emergent Strategy is radical self-help, society-help, and planet-help designed to shape the futures we want to live. Change is constant. The world is in a continual state of flux. It is a stream of ever-mutating, emergent patterns. Rather than steel ourselves against such change, this book invites us to feel, map, assess, and learn from the swirling patterns around us in order to better understand and influence them as they happen. This…


Book cover of Cues: Master the Secret Language of Charismatic Communication

Why am I passionate about this?

I’ve said all along that the people I’ve surrounded myself with are the most important part of everything I do - my crew is what helps push me forward and supports me when things are tough. It’s a really important skill to have to continually do two things: better understand myself, through both outside learning and deepening self-awareness, and continue to learn about other people and strengthen all of the relationships I have, both inside and outside of business.

Helaine's book list on business books for digging into your relationship with yourself and others - which is the key to success

Helaine Knapp Why Helaine loves this book

I feel that understanding and being able to work with all kinds of people is really the key to success in business (and honestly, in life in general). I consider myself a damn good communicator, but I still learned SO much in this book to take my leadership in that area to the next level.

It’s also not just about speaking and relationships, but taking in all of the cues in situation (verbal, visual, context, etc). This should be required reading for anyone working with people (which is most of us!). 

By Vanessa Van Edwards ,

Why should I read it?

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

What is this book about?

It's not enough to have great ideas. You also need to know how to communicate them.

What makes someone charismatic? Why do some people captivate a room, while others have trouble managing a small meeting? What makes some ideas spread, while other good ones fall by the wayside?

Cues - the tiny signals we send to others 24/7 through our body language, facial expressions, word choices and vocal inflection - have a massive impact on how we, and our ideas, come across. Our cues can either enhance our message or undermine it.

In this entertaining and accessible guide to the…


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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 I Never Thought of It That Way: How to Have Fearlessly Curious Conversations in Dangerously Divided Times

Emily Crookston Author Of Unwritten: The Thought Leader's Guide to Not Overthinking Your Business Book

From my list on grow your business without losing sleep.

Why am I passionate about this?

I’m a former philosophy professor who fled academia when I realized that the Ivy Tower is where Big Ideas go to die. I started my business, The Pocket PhD because I wanted to help experts become thought leaders and translate their expertise for a lay audience. As a business book ghostwriter and developmental editor, I get to collaborate with my clients to help them find the ideas that will increase their credibility, authority, and visibility. I’m always scouting for great business books like the ones on this list (occupational hazard). I hope these books give your business a boost!

Emily's book list on grow your business without losing sleep

Emily Crookston Why Emily loves this book

I appreciated this book for refocusing my attention on asking questions and getting curious rather than believing I have all the answers. Although the lessons in this book apply to life as much as business, the reason I added it to a list about growing your business is because I believe curiosity should be number one on every business owner’s list of skills.

In an increasingly partisan landscape, the most practical tool I can develop to build relationships—which are key to growing my business—is having curious (and difficult) conversations. 

By Monica Guzman ,

Why should I read it?

2 authors picked I Never Thought of It That Way as one of their favorite books, and they share why you should read it.

What is this book about?

PORCHLIGHT BOOKS JUNE 2022 NONFICTION BESTSELLER

"I can see this book helping estranged parties who are equally invested in bridging a gap-it could be assigned reading for fractured families aspiring to a harmonious Thanksgiving dinner." -New York Times

"Like all skills, these techniques take practice. But anyone who sincerely wants to bridge the gaps in understanding will appreciate this book. Guzman is emphatic about making an effort to work on difficult conversations." -Manhattan Book Review

We think we have the answers, but we need to be asking a lot more questions.

Journalist Monica Guzman is the loving liberal daughter of…


Book cover of The Messy Truth: How I Sold My Business for Millions but Almost Lost Myself

Why am I passionate about this?

I’ve said all along that the people I’ve surrounded myself with are the most important part of everything I do - my crew is what helps push me forward and supports me when things are tough. It’s a really important skill to have to continually do two things: better understand myself, through both outside learning and deepening self-awareness, and continue to learn about other people and strengthen all of the relationships I have, both inside and outside of business.

Helaine's book list on business books for digging into your relationship with yourself and others - which is the key to success

Helaine Knapp Why Helaine loves this book

Nothing is better or more inspiring than the raw truth, and Alli tells it in this book: I love how she gets deep and personal, plus her business insights are also super relevant and resonant.

Alli was the person who inspired me as a founder when I started on my journey, so it was a full-circle moment for me to read (devour!) her honest words.

By Alli Webb ,

Why should I read it?

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

What is this book about?

You can be raw, real, and messy and still build a successful career and life.

In this entrepreneur's memoir, Alli Webb invites you into her world as a businesswoman, a mother, and a partner, untangling her complicated journey with the wit and humor of a talented storyteller and the authentic wisdom of a woman who's been through it all-all the success and all the chaos.

When Drybar and its world-famous blowouts took off seemingly overnight, she found herself surrounded by celebrity clients like Zooey Deschanel, Jennifer Garner, Gwyneth Paltrow, and Julia Roberts. She was named to multiple prestigious business lists,…


Book cover of Hidden Potential: The Science of Achieving Greater Things

Janet Polach Author Of The Seven Mistakes New Managers Make

From my list on books that prompt breakthrough thinking.

Why am I passionate about this?

I am a global executive coach, speaker, and author with over 30 years of diverse experience. My career includes serving as a retired Lieutenant Colonel in the U.S. Marine Corps and two decades as a global leadership coach. I have collaborated with new, emerging, and executive leaders across various industries in the U.S., China, Korea, Hong Kong, Singapore, Puerto Rico, Ireland, and the Netherlands. I believe that true leadership is built on a commitment to the mission, clear expectations, and the ability to improvise, adapt, and overcome any obstacle. I hold a Ph.D. in Organization and Leadership Development from the University of Minnesota.

Janet's book list on books that prompt breakthrough thinking

Janet Polach Why Janet loves this book

In the audio version of Adam Grant’s book, he shares his fun-loving but highly researched perspectives on how we can appreciate the unique qualities of each individual with whom we interact and those who have been overlooked. He encourages us all to improve and provides several strategies to do just that.

By Adam Grant ,

Why should I read it?

4 authors picked Hidden Potential as one of their favorite books, and they share why you should read it.

What is this book about?

#1 New York Times Bestseller

“This brilliant book will shatter your assumptions about what it takes to improve and succeed. I wish I could go back in time and gift it to my younger self. It would’ve helped me find a more joyful path to progress.”
—Serena Williams, 23-time Grand Slam singles tennis champion

The #1 New York Times bestselling author of Think Again illuminates how we can elevate ourselves and others to unexpected heights.

We live in a world that’s obsessed with talent. We celebrate gifted students in school, natural athletes in sports, and child prodigies in music. But…


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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 The Innovation Stack

Emily Crookston Author Of Unwritten: The Thought Leader's Guide to Not Overthinking Your Business Book

From my list on grow your business without losing sleep.

Why am I passionate about this?

I’m a former philosophy professor who fled academia when I realized that the Ivy Tower is where Big Ideas go to die. I started my business, The Pocket PhD because I wanted to help experts become thought leaders and translate their expertise for a lay audience. As a business book ghostwriter and developmental editor, I get to collaborate with my clients to help them find the ideas that will increase their credibility, authority, and visibility. I’m always scouting for great business books like the ones on this list (occupational hazard). I hope these books give your business a boost!

Emily's book list on grow your business without losing sleep

Emily Crookston Why Emily loves this book

There’s nothing I like better than an underdog story, especially one about business. This book deconstructs several underdog stories. In it, Jim McKelvey, co-founder of Square, shares what he believes is the key to building a resilient, world-changing company: a strategy he calls the Innovation Stack. 

From a glassblower who lost a sale because he couldn’t accept American Express to taking on the credit card industry (and Amazon), it’s a thrilling story told brilliantly, and I found it to be bursting with business lessons. I loved the irreverent first-person look inside Square, but the narrative is so much bigger than the story of Square. Thank you, Tim McKelvey, for reminding me to listen to the entrepreneur inside.

By Jim McKelvey ,

Why should I read it?

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

What is this book about?

From the cofounder of Square, an inspiring and entertaining account of what it means to be a true entrepreneur and what it takes to build a resilient, world-changing company

In 2009, a St. Louis glassblowing artist and recovering computer scientist named Jim McKelvey lost a sale because he couldn't accept American Express cards. Frustrated by the high costs and difficulty of accepting credit card payments, McKelvey joined his friend Jack Dorsey (the cofounder of Twitter) to launch Square, a startup that would enable small merchants to accept credit card payments on their mobile phones. With no expertise or experience in…


Book cover of Drop the Ball

Emily Crookston Author Of Unwritten: The Thought Leader's Guide to Not Overthinking Your Business Book

From my list on grow your business without losing sleep.

Why am I passionate about this?

I’m a former philosophy professor who fled academia when I realized that the Ivy Tower is where Big Ideas go to die. I started my business, The Pocket PhD because I wanted to help experts become thought leaders and translate their expertise for a lay audience. As a business book ghostwriter and developmental editor, I get to collaborate with my clients to help them find the ideas that will increase their credibility, authority, and visibility. I’m always scouting for great business books like the ones on this list (occupational hazard). I hope these books give your business a boost!

Emily's book list on grow your business without losing sleep

Emily Crookston Why Emily loves this book

This was the antidote to “hustle culture” I didn’t realize I needed. Every page drips with passion from Tiffany Dufu. She has the courage not only to do what many women are afraid to do but also to turn her life’s lessons into a guide for the rest of us.

As a business owner, it’s easy for me to lose sight of what truly matters. Sometimes, that means chasing a social media algorithm when I should be building relationships in real life. Sometimes, that means putting my client's work ahead of my own joy. This is the book I pick up when I need permission to be a little less perfect. 

By Tiffany Dufu ,

Why should I read it?

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

What is this book about?

An inspirational and insightful guide for those who want to get it all by doing less

For women, a glass ceiling at work is not the only barrier to success - it's also the increasing number of obligations they face once they leave the office. Women have become accustomed to delegating, advocating and negotiating for themselves in the workplace, but when it comes to managing home life, they are still juggling too many balls. A simple solution is staring them in the face: use these skills to negotiate in their personal lives.

In Drop The Ball, Tiffany Dufu urges the…


Book cover of How to Close a Deal Like Warren Buffett

Lisa Apolinski Author Of Weathering the Digital Storm

From my list on accelerate your business in a non-traditional way.

Why am I passionate about this?

I was introduced to small business when I was six years old—my parents purchased a drug store to run (that drug store, after being sold forty years ago, is still in business). When I started my agency, there were few books on how to start, grow, and stay in business that didn’t tout traditional thinking. I think outside the triangle. I never thought I would be an author, and I am writing book #6! I write books today that I wish were available when I started my business journey: unique strategies coupled with actionable steps to grow. I hope these books provide inspiration and ideas!

Lisa's book list on accelerate your business in a non-traditional way

Lisa Apolinski Why Lisa loves this book

If you are looking to revolutionize how you close deals and to use techniques from one of the best in the business, this is the book for you.

This book helps you use strategies from Warren Buffet to negotiate like a pro and develop deals your mom would be proud of. I loved the use of storytelling in the book and the examples that are laid out for readers.

By Tom Searcy , Henry DeVries ,

Why should I read it?

1 author picked How to Close a Deal Like Warren Buffett as one of their favorite books, and they share why you should read it.

What is this book about?

Silver Winner--Tops Sales World's Best Sales and Marketing Book

Revealed: the winning blueprint for making deals like The Oracle of Omaha

Warren Buffett didn't become the world's third wealthiest individual on his investing instincts alone. Buffett is a master dealmaker. In fact, one of his greatest single successes came when he closed multiple deals to own 100 percent of the Government Employees Insurance Company--also known as GEICO.

Highly successful dealmakers themselves, Tom Searcy and Henry DeVries have been studying Buffett's unique approach for many years. Now, they reveal the secrets of the Oracle of Omaha. How to Close a Deal…


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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 10x Is Easier Than 2x

Lisa Apolinski Author Of Weathering the Digital Storm

From my list on accelerate your business in a non-traditional way.

Why am I passionate about this?

I was introduced to small business when I was six years old—my parents purchased a drug store to run (that drug store, after being sold forty years ago, is still in business). When I started my agency, there were few books on how to start, grow, and stay in business that didn’t tout traditional thinking. I think outside the triangle. I never thought I would be an author, and I am writing book #6! I write books today that I wish were available when I started my business journey: unique strategies coupled with actionable steps to grow. I hope these books provide inspiration and ideas!

Lisa's book list on accelerate your business in a non-traditional way

Lisa Apolinski Why Lisa loves this book

Sometimes we think too small when it comes to growing our business. This is one of two of Dan’s books that I have on this list, and I love Dan as a writer and storyteller.

I loved how he uses psychology to help business owners like me unlock potential growth and get over the fear of “getting too big”. This book also helped me to think about how I am approaching growth (incremental versus exponential) and how that is holding back my business.

By Dan Sullivan , Benjamin Hardy ,

Why should I read it?

1 author picked 10x Is Easier Than 2x as one of their favorite books, and they share why you should read it.

What is this book about?

Expanding upon one of his high-level foundational teachings: Strategic Coach co-founder Dan Sullivan explains why achieving 10X growth is easier than going for 2X growth.

Dan Sullivan, the world's leading coach for highly successful entrepreneurs, wants you to know that achieving 10X growth is exponentially easier than striving for 2X growth. Most find this idea confusing at first because simply imagining 10X growth causes them to think they need to do 10X more work to achieve it. However, being a 10X entrepreneur is nothing like what most people think.

10X is not the outcome; it's a counterintuitive process you can…


Book cover of Good to Great
Book cover of Emergent Strategy: Shaping Change, Changing Worlds
Book cover of Cues: Master the Secret Language of Charismatic Communication

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