100 books like Obviously Awesome

By April Dunford,

Here are 100 books that Obviously Awesome fans have personally recommended if you like Obviously Awesome. 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 Thinking, Fast and Slow

Karl Lillrud Author Of AI Your Second Brain: Evolve or Go Extinct

From my list on teach you to embrace the future.

Why am I passionate about this?

I have for 28 years helped organizations around the world scale their business. I'm a dedicated innovator and thought leader in artificial intelligence and digital commerce. My passion for innovation thrives in exploring how AI can transform businesses and improve lives. I've authored 10 books and shared my insights as a professional speaker to educate, inspire, and motivate others. I love delving into the future of AI and innovation, which drives me to constantly learn and share knowledge. This list reflects the books that have significantly influenced my journey. My life is about pushing forward, always looking for alternatives to understand where those paths might lead us.

Karl's book list on teach you to embrace the future

Karl Lillrud Why did Karl love this book?

This book transformed my understanding of human cognition. I love how Daniel Kahneman delves into the dual systems that drive our thoughts—intuitive and deliberate.

This book helped me recognize cognitive biases and informed how I develop AI technologies that align with human behavior. It reinforced the importance of designing AI that complements our natural thinking patterns.

By Daniel Kahneman,

Why should I read it?

47 authors picked Thinking, Fast and Slow as one of their favorite books, and they share why you should read it.

What is this book about?

The phenomenal international bestseller - 2 million copies sold - that will change the way you make decisions

'A lifetime's worth of wisdom' Steven D. Levitt, co-author of Freakonomics
'There have been many good books on human rationality and irrationality, but only one masterpiece. That masterpiece is Thinking, Fast and Slow' Financial Times

Why is there more chance we'll believe something if it's in a bold type face? Why are judges more likely to deny parole before lunch? Why do we assume a good-looking person will be more competent? The answer lies in the two ways we make choices: fast,…


Book cover of The Lean Startup: How Today's Entrepreneurs Use Continuous Innovation to Create Radically Successful Businesses

Karl Lillrud Author Of AI Your Second Brain: Evolve or Go Extinct

From my list on teach you to embrace the future.

Why am I passionate about this?

I have for 28 years helped organizations around the world scale their business. I'm a dedicated innovator and thought leader in artificial intelligence and digital commerce. My passion for innovation thrives in exploring how AI can transform businesses and improve lives. I've authored 10 books and shared my insights as a professional speaker to educate, inspire, and motivate others. I love delving into the future of AI and innovation, which drives me to constantly learn and share knowledge. This list reflects the books that have significantly influenced my journey. My life is about pushing forward, always looking for alternatives to understand where those paths might lead us.

Karl's book list on teach you to embrace the future

Karl Lillrud Why did Karl love this book?

I love this book because it ads so much valuable advice to entrepreneurship and innovation. Eric Ries introduces a methodology that emphasizes agility, customer feedback, and iterative design.

This book inspired me to embrace rapid experimentation and learning, which is crucial in the fast-paced world of AI. It taught me the value of pivoting and adapting, helping me guide businesses to success amidst uncertainty.

By Eric Ries,

Why should I read it?

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

What is this book about?

THE INTERNATIONAL BESTSELLING SENSATION

'The Lean Startup changes everything.' - Harvard Business Review

----------

Most new businesses fail. But most of those failures are preventable.

The Lean Startup is a new approach to business that's being adopted around the world. It is changing the way companies are built and new products are launched.

Essential reading for any ambitious entrepreneur, The Lean Startup will teach you to identify what your customers really want. You'll learn how to test your vision continuously, adapting and adjusting before it's too late.

With over a million copies sold across the globe, now is your time…


Book cover of Behind the Cloud: The Untold Story of How Salesforce.com Went from Idea to Billion-Dollar Company-And Revolutionized an Industry

Étienne Garbugli Author Of Lean B2B: Build Products Businesses Want

From my list on for B2B startup founders.

Why am I passionate about this?

I’m a 3-time B2B startup founder (Flagback, HireVoice, and Highlights). For my 2nd startup, HireVoice, we tried to use The Lean Startup methodology and struggled to get traction on the market. When we shut down the company, I knew I wanted to solve my own pain, and learn B2B. I spent the next 2 years speaking (and learning from) some of the most successful B2B founders in the world. This, eventually led to the publication of my book, Lean B2B. Since then, I’ve been at the forefront of B2B entrepreneurship. The Lean B2B methodology has now been used by thousands of entrepreneurs and innovators to help create successful businesses.

Étienne's book list on for B2B startup founders

Étienne Garbugli Why did Étienne love this book?

Marc Benioff, the founder of Salesforce, more or less wrote the playbook for B2B startups. In Behind the Cloud, he shares a lot of the tactics that helped make Salesforce the market leader that it is today. Benioff’s work helped shape Software-as-a-Service (SaaS) and the Cloud for B2B entrepreneurs. On and all, it’s a very entertaining book with a lot of interesting ideas.

By Marc Benioff, Carlye Adler,

Why should I read it?

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

What is this book about?

How did salesforce.com grow from a start up in a rented apartment into the world's fastest growing software company in less than a decade? For the first time, Marc Benioff, the visionary founder, chairman and CEO of salesforce.com, tells how he and his team created and used new business, technology, and philanthropic models tailored to this time of extraordinary change. Showing how salesforce.com not only survived the dotcom implosion of 2001, but went on to define itself as the leader of the cloud computing revolution and spark a $46-billion dollar industry, Benioff's story will help business leaders and entrepreneurs stand…


Book cover of Demand-Side Sales 101: Stop Selling and Help Your Customers Make Progress

Étienne Garbugli Author Of Lean B2B: Build Products Businesses Want

From my list on for B2B startup founders.

Why am I passionate about this?

I’m a 3-time B2B startup founder (Flagback, HireVoice, and Highlights). For my 2nd startup, HireVoice, we tried to use The Lean Startup methodology and struggled to get traction on the market. When we shut down the company, I knew I wanted to solve my own pain, and learn B2B. I spent the next 2 years speaking (and learning from) some of the most successful B2B founders in the world. This, eventually led to the publication of my book, Lean B2B. Since then, I’ve been at the forefront of B2B entrepreneurship. The Lean B2B methodology has now been used by thousands of entrepreneurs and innovators to help create successful businesses.

Étienne's book list on for B2B startup founders

Étienne Garbugli Why did Étienne love this book?

Bob Moesta is one of the creators of the Job to be Done framework. Demand-Side Sales 101, however, is a lot more than a sales book. The book shows B2B founders how to understand the perceived value of their product, and how to position that value to drive demand on the market.

Book cover of Disciplined Entrepreneurship: 24 Steps to a Successful Startup

Étienne Garbugli Author Of Lean B2B: Build Products Businesses Want

From my list on for B2B startup founders.

Why am I passionate about this?

I’m a 3-time B2B startup founder (Flagback, HireVoice, and Highlights). For my 2nd startup, HireVoice, we tried to use The Lean Startup methodology and struggled to get traction on the market. When we shut down the company, I knew I wanted to solve my own pain, and learn B2B. I spent the next 2 years speaking (and learning from) some of the most successful B2B founders in the world. This, eventually led to the publication of my book, Lean B2B. Since then, I’ve been at the forefront of B2B entrepreneurship. The Lean B2B methodology has now been used by thousands of entrepreneurs and innovators to help create successful businesses.

Étienne's book list on for B2B startup founders

Étienne Garbugli Why did Étienne love this book?

Bill Aulet is the managing director of the MIT Entrepreneurship Center. I was in his training program when I wrote Lean B2B. Disciplined Entrepreneurship is a great overview of the process of building a technology company in B2B. There’s a lot of great knowledge in this book including great advice on selecting a market and validating a business model.

By Bill Aulet,

Why should I read it?

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

What is this book about?

24 Steps to Success! Disciplined Entrepreneurship will change the way you think about starting a company. Many believe that entrepreneurship cannot be taught, but great entrepreneurs aren t born with something special they simply make great products. This book will show you how to create a successful startup through developing an innovative product. It breaks down the necessary processes into an integrated, comprehensive, and proven 24-step framework that any industrious person can learn and apply. You will learn: * Why the F word focus is crucial to a startup s success * Common obstacles that entrepreneurs face and how to…


Book cover of Breakthrough Advertising

Jennifer Havice Author Of Finding the Right Message: How to Turn Voice of Customer Research Into Irresistible Website Copy

From my list on to deliver more persuasive messages.

Why am I passionate about this?

Ever since I was a kid, I’ve always been intrigued by how people make decisions and why the words we use can significantly impact those decisions. After years of conducting customer research and writing marketing messages for clients, my interest in finding and delivering compelling messages at just the right time to the right audience has only grown. I’ve poured my experience in the online marketing trenches into my book, Finding the Right Message, where I reference more than one of the authors on my recommendation list. 

Jennifer's book list on to deliver more persuasive messages

Jennifer Havice Why did Jennifer love this book?

Decades old, this book continues to be one of the most important resources for creating and delivering effective messages in marketing. Eugene Schwartz is one of the godfathers of direct advertising whose insights about understanding your customer’s state of awareness have been invaluable to countless marketers and copywriters. The examples he shares may be dated, but the advice remains relevant.

By Eugene M. Schwartz,

Why should I read it?

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

What is this book about?

paperback version


Book cover of Never Split the Difference: Negotiating as If Your Life Depended on It

Shelle Rose Charvet Author Of Words That Change Minds: The 14 Patterns for Mastering the Language of Influence

From my list on books for nice people to be more persuasive.

Why am I passionate about this?

Not many people know that I was so timid as a child; I used to burst into tears if I had to ask for something in a store. Now, I am known for my “out there” presentation style and mastery of words. Since 1982, I have been working with individuals and groups to help them get better at persuading, solving conflicts, and having inspiring relationships. So, how can you be a nice, caring person and still be persuasive, even with the most skeptical of people? These books helped me do this.

Shelle's book list on books for nice people to be more persuasive

Shelle Rose Charvet Why did Shelle love this book?

I love this book because his techniques are so practical and easy to use.

I re-read his book when I was in the middle of a difficult business negotiation over Zoom and email and followed his directions step by step. This led to a positive outcome for both of us.

He makes sure that you are very clear on what is essential for you, enables you to figure out the sometimes hidden motivations of the other person, and guides you through on what to say and do next. I will go through it again the next time I am preparing a negotiation.

By Chris Voss, Tahl Raz,

Why should I read it?

6 authors picked Never Split the Difference as one of their favorite books, and they share why you should read it.

What is this book about?

THE HUGE INTERNATIONAL BESTSELLER

A former FBI hostage negotiator offers a new, field-tested approach to negotiating - effective in any situation.

'Riveting' Adam Grant
'Stupendous' The Week
'Brilliant' Guardian
____________________________
After a stint policing the rough streets of Kansas City, Missouri, Chris Voss joined the FBI, where his career as a kidnapping negotiator brought him face-to-face with bank robbers, gang leaders and terrorists. Never Split the Difference takes you inside his world of high-stakes negotiations, revealing the nine key principles that helped Voss and his colleagues succeed when it mattered the most - when people's lives were at stake.

Rooted…


Book cover of Nobody Wants to Read Your Sh*t: And Other Tough-Love Truths to Make You a Better Writer

Jennifer Havice Author Of Finding the Right Message: How to Turn Voice of Customer Research Into Irresistible Website Copy

From my list on to deliver more persuasive messages.

Why am I passionate about this?

Ever since I was a kid, I’ve always been intrigued by how people make decisions and why the words we use can significantly impact those decisions. After years of conducting customer research and writing marketing messages for clients, my interest in finding and delivering compelling messages at just the right time to the right audience has only grown. I’ve poured my experience in the online marketing trenches into my book, Finding the Right Message, where I reference more than one of the authors on my recommendation list. 

Jennifer's book list on to deliver more persuasive messages

Jennifer Havice Why did Jennifer love this book?

Don’t let the title turn you off. This book helps any type of creator develop the most critical skill of connecting with their audience: empathy. Pressfield reminds us that we need to ask ourselves continually what’s in it for our reader, viewer, listener. Otherwise, we’ll end up speaking to no audience at all.  

By Steven Pressfield,

Why should I read it?

1 author picked Nobody Wants to Read Your Sh*t as one of their favorite books, and they share why you should read it.

What is this book about?

There's a mantra that real writers know but wannabe writers don’t. And the secret phrase is this:

NOBODY WANTS TO READ YOUR SH*T.

Recognizing this painful truth is the first step in the writer's transformation from amateur to professional.

“When you understand that nobody wants to read your shit, you develop empathy. You acquire the skill that is indispensable to all artists and entrepreneurs—the ability to switch back and forth in your imagination from your own point of view as writer/painter/seller to the point of view of your reader/gallery-goer/customer. You learn to ask yourself with ev­ery sentence and every phrase:…


Book cover of Positioning: The Battle for Your Mind

J.W. Huebner Author Of The Irrelevant Old Brand: A Business Fable about Taking Your Brand from Mediocre to Must-Have

From my list on improving your relevancy in business and in life.

Why am I passionate about this?

I’ve spent most of my career helping companies figure out how to become more relevant to their customers. And the more time I spent understanding what makes a brand relevant, the more I realized it was the same thing that makes a life relevant. Just as a brand needs to uniquely give something to its customers, human beings also need to give in some way to be relevant in this world. So if what I write—and the books I recommend—can even in the smallest way guide some company or individual toward a more important, more meaningful, more relevant life…well then, I guess my job here will be done.

J.W.'s book list on improving your relevancy in business and in life

J.W. Huebner Why did J.W. love this book?

The message is simple: Offer something meaningfully different than anyone else to your prospective customers...clearly communicate that difference...and you’ll be on the path to greater relevance.

I can’t tell you how many times I’ve referred back to this book for guidance on category creation, naming, brand leadership, and more.

Positioning teaches you how to create a unique position for your brand in the minds of your target audience, and how to communicate that position effectively. It's all about standing out, being different, and showing your customers why they should choose you over your competitors.

Published more than 40 years ago, I find Positioning to be incredibly relevant and insightful even today. It continues to be a must-read for anyone looking to take their brand to the next level!

By Al Ries, Jack Trout,

Why should I read it?

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

What is this book about?

The first book to deal with the problems of communicating to a skeptical, media-blitzed public, Positioning describes a revolutionary approach to creating a "position" in a prospective customer's mind-one that reflects a company's own strengths and weaknesses as well as those of its competitors. Writing in their trademark witty, fast-paced style, advertising gurus Ries and Trout explain how to:

Make and position an industry leader so that its name and message wheedles its way into the collective subconscious of your market-and stays there Position a follower so that it can occupy a niche not claimed by the leader Avoid letting…


Book cover of Key Person of Influence

K.N. Kukoyi Author Of Don't Hire a Software Developer Until You Read this Book

From my list on developing an entrepreneurial "growth" mindset.

Why am I passionate about this?

I’m the founder of Purposeful Group, an author, and a multi-award-winning entrepreneur who has started multiple businesses from scratch. I believe that when you have the right mindset, positive things will flow from this. As the designer of programmes for entrepreneurs and digital learners, I have recommended books that I hope will give readers a great foundation to build on to achieve their entrepreneurial goals. From a personal perspective, they have kept me on track, and helped me build a framework of “success behaviours.”

K.N.'s book list on developing an entrepreneurial "growth" mindset

K.N. Kukoyi Why did K.N. love this book?

Key Person of Influence (KPI) is a system which helps entrepreneurs to develop their businesses through 5 key principles, or methods - Pitch, Publish, Product, Profile and Partner.

Priestley talks about the importance of a number of business activities, including developing your entrepreneurial pitch and refining the way that you position your business in order to make an impact. Visibility and credibility are also critical for building trust with prospective customers, and through partnering and building relationships with other business owners, an organisation can accelerate its results.

At Purposeful Group, we have our own system, the App Map 2.0 model designed to help aspiring tech startup founders to create digital products from scratch via our Tech Startup Academy programme.

By Daniel Priestley,

Why should I read it?

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

What is this book about?

Every industry revolves around Key People of Influence. Their names come up in conversation. They attract opportunities. They earn more money. Many people think it takes decades of hard work, academic qualifications and a generous measure of good luck to become a Key Person of Influence.

This audiobook shows you that there is a five-step strategy for fast-tracking your way to the inner circle of the industry you love. Your ability to succeed depends on your ability to influence. Start now by listening to this audiobook.


Book cover of Thinking, Fast and Slow
Book cover of The Lean Startup: How Today's Entrepreneurs Use Continuous Innovation to Create Radically Successful Businesses
Book cover of Behind the Cloud: The Untold Story of How Salesforce.com Went from Idea to Billion-Dollar Company-And Revolutionized an Industry

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Interested in startups, persuasion, and entrepreneurs?

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Persuasion 21 books
Entrepreneurs 314 books