100 books like The Entrepreneur's Guide to Keeping Your Sh*t Together

By Sherry Walling, Rob Walling,

Here are 100 books that The Entrepreneur's Guide to Keeping Your Sh*t Together fans have personally recommended if you like The Entrepreneur's Guide to Keeping Your Sh*t Together. 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 Essentialism: The Disciplined Pursuit of Less

Doug Motel Author Of What’s Working Now

From my list on getting out of your head and into your life.

Why am I passionate about this?

In my journey, I've sought to blend my interest in ancient wisdoms into a coherent, accessible philosophy I call "Nowism." My aim has been to simplify and share complex teachings in a way that resonates and helps. Through my writing, performing, and speaking, I try to bring these concepts to life, hoping to ignite a spark of understanding and self-discovery in others. More than anything, before I leave this world, I want to contribute something (no matter how small) to the legacy of personal empowerment. I aspire to help people see the world more clearly, to understand themselves more deeply, and to find joy in the present moment.

Doug's book list on getting out of your head and into your life

Doug Motel Why did Doug love this book?

Greg McKeown's Essentialism: The Disciplined Pursuit of Less is more than a book; it's a life-altering philosophy.

As someone brimming with creative energy and ideas, I found myself often lost in a sea of projects, losing sight of my true goals. This book was a revelation. It adeptly distinguishes between essentialist and non-essentialist mindsets, compelling you to evaluate your intentions and commitments.

Through its teachings, I've learned to eliminate non-essential projects, focusing only on what truly aligns with my core objectives. It's a must-read for anyone looking to declutter their life and mind, ensuring that every action taken is a step towards what genuinely matters.

The journey of trimming the unnecessary from my life is ongoing, but it's liberating to have fewer, more meaningful irons in the fire.

By Greg McKeown,

Why should I read it?

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

What is this book about?

The life-changing international bestseller that started a global movement - now updated with the new 21-Day Essentialism Challenge and an exclusive excerpt from EFFORTLESS

Have you ever found yourself struggling with information overload?

Have you ever felt both overworked and underutilised?

Do you ever feel busy but not productive?

If you answered yes to any of these, the way out is to become an Essentialist.

In Essentialism, Greg McKeown, CEO of a Leadership and Strategy agency in Silicon Valley who has run courses at Apple, Google and Facebook, shows you how to achieve what he calls the disciplined pursuit of…


Book cover of Traction: How Any Startup Can Achieve Explosive Customer Growth

Rob Walling Author Of Start Small, Stay Small: A Developer's Guide to Launching a Startup

From my list on building and growing a startup.

Why am I passionate about this?

I’m a serial entrepreneur who’s built and sold several startups. I’ve been helping non-venture-backed startup founders since 2005 and now I run the first startup accelerator for bootstrappers, called TinySeed. I’ve invested in 57 startups, but I don’t believe the only way to start a SaaS company is to raise money. I host the most popular podcast for bootstrappers, called Startups for the Rest of Us. I also run the most well-known conference and online community for non-venture-track SaaS founders, called MicroConf.

Rob's book list on building and growing a startup

Rob Walling Why did Rob love this book?

There are many traction channels that we can try to leverage as founders and oftentimes it’s difficult to know which channel will work best. This book provides you with the framework to methodically discover and test different traction channels effectively and systematically grow your startup. If nothing else, this book is a great list of marketing approaches that you can use as a starting point for your growth efforts.

By Gabriel Weinberg,

Why should I read it?

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

What is this book about?

In Traction, serial entrepreneurs Gabriel Weinberg and Justin Mares give startups the tools for generating explosive customer growth

'Anyone trying to break through to new customers can use this smart, ambitious book'
Eric Ries, author of The Lean Startup

Most startups don't fail because they can't build a product. Most startups fail because they can't get traction.

Building a successful company is hard. Smart entrepreneurs know that the key to success isn't the originality of your offering, the brilliance of your team, or how much money you raise. It's how consistently you can grow and acquire new customers.

Traction will…


Book cover of The Only Sales Guide You'll Ever Need

Rob Walling Author Of Start Small, Stay Small: A Developer's Guide to Launching a Startup

From my list on building and growing a startup.

Why am I passionate about this?

I’m a serial entrepreneur who’s built and sold several startups. I’ve been helping non-venture-backed startup founders since 2005 and now I run the first startup accelerator for bootstrappers, called TinySeed. I’ve invested in 57 startups, but I don’t believe the only way to start a SaaS company is to raise money. I host the most popular podcast for bootstrappers, called Startups for the Rest of Us. I also run the most well-known conference and online community for non-venture-track SaaS founders, called MicroConf.

Rob's book list on building and growing a startup

Rob Walling Why did Rob love this book?

Selling is and always has been about the personal relationship between the buyer and the seller. People buy from people they know and trust. Iannarino does a fantastic job outlining the essential behaviors (self-discipline, accountability, competitiveness, resourcefulness, storytelling, diagnosing) for effective sales and these principles will be requisite for all startup founders.

By Anthony Iannarino,

Why should I read it?

1 author picked The Only Sales Guide You'll Ever Need as one of their favorite books, and they share why you should read it.

What is this book about?

The USA Today bestseller by the star sales speaker and author of The Sales Blog that reveals how all salespeople can attain huge sales success through strategies backed by extensive research and experience.
 
Anthony Iannarino never set out to become a salesman, let alone a sales manager, speaker, coach, or writer of the most prominent blog about the art and science of great selling. He fell into his profession by accident, as a day job while pursuing rock-and-roll stardom.
 
Once he realized he'd never become the next Mick Jagger, Iannarino turned his focus to a question that's been debated for…


Book cover of Strengthsfinder 2.0

Rob Walling Author Of Start Small, Stay Small: A Developer's Guide to Launching a Startup

From my list on building and growing a startup.

Why am I passionate about this?

I’m a serial entrepreneur who’s built and sold several startups. I’ve been helping non-venture-backed startup founders since 2005 and now I run the first startup accelerator for bootstrappers, called TinySeed. I’ve invested in 57 startups, but I don’t believe the only way to start a SaaS company is to raise money. I host the most popular podcast for bootstrappers, called Startups for the Rest of Us. I also run the most well-known conference and online community for non-venture-track SaaS founders, called MicroConf.

Rob's book list on building and growing a startup

Rob Walling Why did Rob love this book?

Knowing yourself can be difficult, but essential for success as a founder. Instead of focusing on our weaknesses, Rath argues that we should double down on what makes us unique and he provides us with the tools to discover those strengths. We wear many hats as startup founders, so by understanding our own strengths, we can be more effective leaders and build a more balanced team.

By Gallup, Tom Rath,

Why should I read it?

1 author picked Strengthsfinder 2.0 as one of their favorite books, and they share why you should read it.

What is this book about?

StrengthsFinder 2.0 features an access code for the new and upgraded version of the StrengthsFinder program, the main selling point of mega-bestseller Now, Discover Your Strengths (over a million copies sold).

Do you have the opportunity to do what you do best every day?

Chances are, you don't. All too often, our natural talents go untapped. From the cradle to the cubicle, we devote more time to fixing our shortcomings than to developing our strengths.

To help people uncover their talents, Gallup introduced the first version of its online assessment, StrengthsFinder, in the 2001 management book Now, Discover Your Strengths.…


Book cover of Real Artists Don't Starve: Timeless Strategies for Thriving in the New Creative Age

Miriam Schulman Author Of Artpreneur: The Step-by-Step Guide to Making a Sustainable Living from Your Creativity

From my list on artists monetizing their creativity.

Why am I passionate about this?

With over 20 years of experience as a professional artist and a successful track record of earning six figures a year from my art, I know firsthand what it takes to build a thriving artistic career. As the host of the Inspiration Place podcast, and founder of the Artist Incubator program, I’ve dedicated my life’s work to helping artists everywhere achieve their full potential and reach their goals. When you overcome the common challenges and mindset blocks that hold so many artists back and learn the practical tools and strategies you need for selling your art, you too find the same success.

Miriam's book list on artists monetizing their creativity

Miriam Schulman Why did Miriam love this book?

Real Artists Don't Starve challenges the popular belief that artists must sacrifice financial stability in order to be true to their craft. The author argues that creativity and commerce can coexist, and uses examples from history and contemporary culture to prove his point. What I liked most about this book was learning about the great artists of the past, like Michelangelo, who was not only talented but also a great businessman who made a lot of money from his art. This book is a must-read for anyone who wants to make a living from their artistic passion and believes that being a true artist and wanting to make money aren’t mutually exclusive. Goins offers practical tips and inspiration for artists looking to build a successful and sustainable career and provides a fresh perspective on the age-old debate about the relationship between art and commerce.

By Jeff Goins,

Why should I read it?

2 authors picked Real Artists Don't Starve as one of their favorite books, and they share why you should read it.

What is this book about?

Jeff Goins dismantles the myth that being creative is a hindrance to success by revealing how an artistic temperament is a competitive advantage in the marketplace.?

The myth of the starving artist has dominated our culture, seeping into the minds of creative people and stifling their pursuits. The truth is that the world's most successful artists did not starve. In fact, they capitalized on the power of their creative strength.

In Real Artists Don't Starve, bestselling author and creativity expert Jeff Goins debunks the myth of the starving artist by unveiling the ideas that created it and replacing them with…


Book cover of A More Beautiful Question: The Power of Inquiry to Spark Breakthrough Ideas

Mary Stewart Author Of Creative Inquiry: From Ideation to Implementation

From my list on for cultivating creativity.

Why am I passionate about this?

Trained as an artist, through my work as a college professor I became committed to helping others cultivate and expand their creativity. It has always been heartbreaking to hear friends and acquaintances bemoan their lack of creativity simply because they hadn't developed drawing skills. Creativity is a human characteristic that can be developed in any discipline and with practice and encouragement, is available to anyone. In my reading and my writing, I seek a combination of accessibility and substance. If a book is engaging enough to read at the beach yet substantial enough to provide fuel for thought long afterward, it is a winner!

Mary's book list on for cultivating creativity

Mary Stewart Why did Mary love this book?

Due to a mania for metrics, in recent years educators have been pressured to focus on answers rather than exploring the significance of questions. This imbalance can be very damaging. Students who are only motivated by the questions their teachers pose never become intellectually independent and are unable to fully cultivate their creativity.

A More Beautiful Question tackles this problem head-on and offers an informative and engaging analysis of different types of questions and their uses. I was surprised to find gems in every chapter, even those directed at businesspeople. I often recommend this book to other college professors and those who have read it have found it transformative.

By Warren Berger,

Why should I read it?

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

What is this book about?

To get a great answer, you need to ask the perfect question. Warren Berger revives the lost art of questioning.

In this groundbreaking book, journalist and innovation expert Warren Berger shows that one of the most powerful forces for igniting change in business and in our daily lives is a simple, under-appreciated tool--one that has been available to us since childhood. Questioning--deeply, imaginatively, "beautifully"--can help us identify and solve problems, come up with game-changing ideas, and pursue fresh opportunities. So why are we often reluctant to ask "Why?"

Berger's surprising findings reveal that even though children start out asking hundreds…


Book cover of Sticky Wisdom: How to Start a Creative Revolution at Work

Karen Hold Author Of Experiencing Design: The Innovator's Journey

From my list on mastering design thinking.

Why am I passionate about this?

Inspired by the brilliant Silicon Valley technologists that I worked with in the early 90s and the pioneering design work of my husband’s grandfather, Leroy Grumman, I believe that design thinking is one of the most important reasons to believe that teams can achieve extraordinary results. It increases the likelihood of implementation of ideas by enhancing any companies’ abilities to align, learn, and change together. I have made it my mission to build creative capacity in individuals, organizations, and cities using the language of design thinking so that everyone can make positive change within their sphere of influence.

Karen's book list on mastering design thinking

Karen Hold Why did Karen love this book?

My favorite business school professor gave me this book on a whim that I might be interested in the work of What If? I took it home and devoured it in a matter of hours. It’s captivating in its accessibility to normal people and probably more relevant today than it was twenty years when it was published as creative catalysts and design thinkers refocus on behaviors over process and habits over tools. By adopting the six creative behaviors outlined in the book: freshness, greenhousing, realness, momentum, signalling, and courage, innovators can increase their creative capacity and even more importantly, their creative confidence. 

By Dave Allan, Matt Kingdon, Kris Murrin , Daz Rudkin

Why should I read it?

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

What is this book about?

We all know how important creativity is at work. New ideas, fresh solutions, and innovative approaches are always talked about, but rarely ever practiced. ?Whatif!, Second Edition gives you the power, insight, and courage to capture the essence of creativity at work. This one--of--a--kind book breaks creativity into six practical behaviors and shows you how all of us----not just the wacky genuis----is packed with creative potential. This fully updated and expanded edition explores areas that the first edition did not, filled with new insights, stories, and cases it will help you find or recapture your creativity with proven exercises that…


Book cover of Creativity in Business: Based on the Famed Stanford University Course That Has Revolutionized the Art of Success

Matthew E. May Author Of Winning the Brain Game: Fixing the 7 Fatal Flaws of Thinking

From my list on creative thinking.

Why am I passionate about this?

For as long I can remember, I’ve been an ideas guy. I even like the idea of ideas…I guess that makes me a meta-idea guy. But not just any ideas. Ideas that achieve the maximum impact with the minimum means. Oliver Wendell Holmes once wrote, “I wouldn’t give a fig for simplicity on this side of complexity, but I’d give my life for simplicity on the other side of complexity.” Creative ideas are the main event of the imagination, and the simpler the better. I've written and published several books, hundreds of articles and blogs, and even had dozens of songs published. But by far my favorite creative accomplishment is winning the New Yorker cartoon caption contest in 2008.

Matthew's book list on creative thinking

Matthew E. May Why did Matthew love this book?

Creativity in Business was the book that started it all for me in terms of creativity in business. I had just graduated from The Wharton School with my MBA, and I had no idea that business creativity was even a thing. Or even a possibility. I thought they were entirely different worlds, and never the twain shall meet. In this book, authors Michael Ray and Rochelle Myers made me want to go take their course at Stanford. As soon as they started talking about business as art and silencing the “voice of judgment,” I was hooked.

By Michael Ray, Rochelle Myers,

Why should I read it?

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

What is this book about?

This exploration of innovative thinking in companies of all kinds "shows us how creativity in business can enrich us, and those who work with us." -- Spencer Johnson, co-author, The One Minute Manager


Book cover of Sing With Your Opera Voice: My Journey from Solopreneur to Entrepreneur

Christina Hamlett Author Of Office for One: The Sole Proprietor's Survival Guide

From my list on solopreneurs who want to chart their own course.

Why am I passionate about this?

From the time I first learned to write, I knew this was something in my blood I had to pursue and that I’d one day make a comfortable living at it. Writing is a solitary craft to be sure, and although I worked in other industries for a number of years, I knew I’d eventually have to take a leap of faith and pursue this professionally. I’m passionate about encouraging fellow wordsmiths and dreamers, and the business books I’ve written reflect my expertise in Audience Analysis and Message Design, a specialization I’ve also tapped for my novels and stage plays.

Christina's book list on solopreneurs who want to chart their own course

Christina Hamlett Why did Christina love this book?

When I was growing up, my mother always criticized me whenever I tried to sing. “You’re terrible at this,” she told me. She also criticized my endeavors at dancing, writing, and the arts. It wasn’t until I was much older I realized just how insecure she was and how she feared my failure at any of the things I wanted to do would somehow reflect on her. What attracted me to this book was actually the title. In recent years I’ve taken professional singing lessons (including opera!) and discovered that the only thing holding me back was my lack of confidence in pushing the envelope. Everything is possible—including being your own boss (of anything!) as long as you don’t allow yourself to become overwhelmed or listen to the naysayers more than to your own heart.

By Vicky Brown,

Why should I read it?

1 author picked Sing With Your Opera Voice as one of their favorite books, and they share why you should read it.

What is this book about?

Congratulations, you are a newly minted entrepreneur. You had a vision, and started a business. Now you are totally overwhelmed. There is just too much to do, all the time. The business isn’t growing as fast as you would like, and you’re beginning to have doubts that you have what it takes to build the business you imagined.

You chose a service business because you wanted to help others. Coaching, counseling, providing professional services. But each day so many things are coming at you from all directions, you’re finding it difficult to stay focused on your vision in the overwhelm.…


Book cover of A Beautiful Constraint: How to Transform Your Limitations Into Advantages, and Why It's Everyone's Business

Harriet Beveridge Author Of Will It Make the Boat Go Faster?

From my list on help you get results and thrive.

Why am I passionate about this?

I’ve always been fascinated by how we can fulfill our potential in a way that allows us to thrive rather than burning ourselves out in the process. My motto is I’d like to ‘save the world, but be back in time for tea.’ My fascination has led me down all sorts of intriguing avenues. I’ve become a stand-up comic (and taken four solo shows to the Edinburgh Fringe), exploring how humor can help us tackle tough topics. I’ve researched mental health (I’m currently studying for an MSc in the Psychology and Neuroscience of Mental Health), I’ve studied elite sports, and I’ve been an Executive Coach to leaders of diverse organizations. 

Harriet's book list on help you get results and thrive

Harriet Beveridge Why did Harriet love this book?

I found this book wonderfully confronting! We’ve all heard the cliché that when life gives you lemons, you should make lemonade (grrr!), but this book helped me figure out HOW. It provoked me to reframe problems simply as contexts and celebrate constraints as clarity, helping me move forward.

Although it is very much a business book—full of plenty of corporate examples (I particularly loved the ones about growing crops and selling beer!)—I’ve found techniques like the ‘propelling questions’ useful more broadly, too. 

By Adam Morgan, Mark Barden,

Why should I read it?

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

What is this book about?

An inspiring yet practical guide for transforming limitations into opportunities A Beautiful Constraint: How to Transform Your Limitations Into Advantages And Why It's Everyone's Business Now is a book about everyday, practical inventiveness, designed for the constrained times in which we live. It describes how to take the kinds of issues that all of us face today lack of time, money, resources, attention, know-how and see in them the opportunity for transformation of oneself and one's organization's fortunes. The ideas in the book are based on the authors' extensive work as business consultants, and are brought to life in 35…


Book cover of Essentialism: The Disciplined Pursuit of Less
Book cover of Traction: How Any Startup Can Achieve Explosive Customer Growth
Book cover of The Only Sales Guide You'll Ever Need

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