21 Greatest Sales Books That All Entrepreneurs Should Read

Selling is the lifeblood of any entrepreneurial venture, yet mastering it requires more than just charm or luck—it demands continuous learning and strategic insight. The most successful entrepreneurs know that the best sales strategies are built from knowledge gained over time, often from the wisdom shared by seasoned experts. 

To help you strengthen your sales game, we’ve compiled a list of essential sales books that offer timeless insights, actionable advice, and proven techniques from the world’s top sales professionals.

Here are the greatest sales of books of all time

1. SPIN Selling

Goodreads RatingAuthor
4.0/5 StarsNeil Rackham
Cover of the book 'SPIN Selling' by Neil Rackham, featuring a blue background with white and orange text, highlighting its status as a validated sales method based on extensive research

Neil Rackham’s SPIN Selling is a groundbreaking work in the sales world, introducing a structured approach based on years of extensive research. The SPIN technique stands for Situation, Problem, Implication, and Need-Payoff, a series of questions designed to guide sales conversations and uncover customers’ needs. 

Instead of relying on aggressive tactics, Rackham encourages a consultative approach where the salesperson digs deep into understanding the customer’s problems before offering a solution. The focus is on creating value by addressing fundamental issues rather than pushing a sale.

2. The Challenger Sales

Goodreads ScoreAuthors
3.91/5 StarsMatthew Dixon, Brent Adamson
the challenger sale book

In The Challenger Sale, Dixon and Adamson challenge the conventional wisdom of relationship-based selling. They argue that the most successful salespeople aren’t those who build rapport but those who challenge the customer’s existing thinking. 

These “Challengers” use their deep understanding of the customer’s business to provide unique insights and guide them toward new solutions. The book highlights three main pillars: teaching, tailoring, and taking control, which help salespeople effectively navigate complex sales environments and offer tailored value.

3. To Sell Is Human

Goodreads ScoreAuthor
3.88/5 StarsDaniel H. Pink
Cover of the book 'To Sell Is Human' by Daniel H. Pink, featuring a minimalist design with a yellow briefcase icon and black text on a white background.

Daniel H. Pink’s To Sell Is Human explores the notion that we are all in sales, whether we realize it or not. Whether you’re pitching a product, an idea, or yourself, Pink believes that the ability to sell is an essential skill in today’s world. He delves into the psychology of selling, presenting research-based strategies that align with human behavior.

Pink redefines selling as a natural human activity focused on moving others to exchange what they have for what you can offer, emphasizing empathy and understanding.

4. The Little Red Book of Selling

Goodreads ScoreAuthor
4.06/5 StarsJeffrey Gitomer
Cover of 'Little Red Book of Selling' by Jeffrey Gitomer, featuring a red background with a central illustration of a spiral staircase and bold black and gold text.

Jeffrey Gitomer’s The Little Red Book of Selling is a treasure trove of practical, no-nonsense advice for anyone in sales. Gitomer distills his years of experience into concise, actionable tips that focus on the importance of attitude, trust, and understanding customer needs.

He emphasizes the concept that people prefer buying over being sold, highlighting the importance of creating an environment where customers feel comfortable making their own decisions. The book’s engaging style and bite-sized lessons make it a favorite for both new and seasoned sales professionals.

5. Influence: The Psychology of Persuasion

Goodreads ScoreAuthor
4.22/5 StarsDr. Robert Cialdini
Cover of 'Influence: The Psychology of Persuasion' by Robert B. Cialdini, Ph.D., featuring a revised edition label, bold gradient text, and a red, white, and blue design.

Dr. Robert Cialdini’s Influence is a classic in psychology and marketing, widely regarded as one of the best books on understanding human behavior. The six universal principles that Cialdini describes as essential to influence include reciprocity, commitment, social proof, authority, liking, and scarcity.

He explains how these principles can be leveraged ethically to persuade and influence others. The book is filled with real-world examples, making it a practical guide for salespeople looking to improve their persuasion skills.

6. Never Split the Difference

Goodreads ScoreAuthor
4.38/5 StarsChris Voss
Cover of 'Never Split the Difference' by Chris Voss with Tahl Raz, featuring a bold black title on a yellow and red background with a torn paper design.

In Never Split the Difference, Chris Voss, a former FBI hostage negotiator, introduces readers to unique negotiation tactics rooted in psychology and human behavior. Voss emphasizes the importance of tactical empathy—understanding your counterpart’s emotions to gain their trust.

He teaches techniques like mirroring, labeling, and calibrated questions, which help sales professionals navigate high-stakes situations and reach favorable outcomes. His approach focuses on guiding the conversation without conceding ground unnecessarily.

7.  The Sales Bible

Goodreads ScoreAuthor
3.98/5 StarsJeffrey Gitomer
Cover of 'The Sales Bible' by Jeffrey Gitomer, featuring bold red and gold text on a black background with the subtitle 'The Ultimate Sales Resource' and a 'Revised Edition' label.

Jeffrey Gitomer’s The Sales Bible is a comprehensive guide packed with practical advice, strategies, and real-world examples designed to enhance the skills of any salesperson. Gitomer stresses the importance of building relationships over merely closing sales.

This sales book covers everything from prospecting to handling objections, focusing on maintaining a positive attitude and delivering value to customers. It is considered a go-to resource for those seeking to build a solid foundation in sales.

8. The Greatest Salesman in the World

Goodreads ScoreAuthor
4.46/5 StarsOg Mandino
Cover of 'The Greatest Salesman in the World' by Og Mandino, featuring elegant red and purple text on a white background with gold decorative accents.

In his classic work, The Greatest Salesman in the World, Og Mandino presents the story of a young man who rises from poverty to success with the help of ten ancient scrolls filled with enduring principles of salesmanship and personal growth.

The book emphasizes persistence, positive thinking, and the power of good habits. Through a narrative format, Mandino shares inspirational lessons that resonate with anyone looking to achieve greatness in their sales career and personal life.

9. Questions That Sell

Goodreads ScoreAuthor
3.95/5 StarsPaul Cherry
Cover of 'Questions That Sell' by Paul Cherry, featuring bold black text with a large red question mark on a white background and a 'Second Edition' badge.

In Questions That Sell, Paul Cherry emphasizes the critical role of asking the right questions to uncover customer needs and drive the sales process forward. Cherry provides a framework for formulating practical, open-ended questions that prompt deeper conversation and understanding. 

This approach helps sales professionals avoid hard-selling tactics and guide prospects toward realizing their needs and solutions.

10. The Art of the Sale

Goodreads ScoreAuthor
3.70/5 StarsPhilip Delves Broughton
Cover of 'The Art of the Sale' by Philip Delves Broughton, featuring an open business card holder with the title displayed on a card, set against a dark wood background.

Philip Delves Broughton’s The Art of the Sale explores what makes great salespeople successful across various industries. Through interviews and case studies, Broughton reveals top performers’ qualities and techniques, including resilience, empathy, and willingness to provide genuine help. 

The book combines practical advice with inspirational stories, making it a captivating read for anyone interested in mastering the craft of selling.

11. The Science of Selling

Goodreads ScoreAuthor
4.01/5 StarsDavid Hoffeld
Cover of 'The Science of Selling' by David Hoffeld, featuring minimalist white and yellow text on a bold red background with the subtitle 'Proven Strategies to Make Your Pitch, Influence Decisions, and Close the Deal.

David Hoffeld’s The Science of Selling integrates neuroscience and behavioral psychology to offer a data-driven approach to sales. Hoffeld introduces concepts like the “Six Whys,” which help explain how the brain makes buying decisions.

By aligning sales techniques with the natural processes of the human brain, Hoffeld provides strategies that make it easier for prospects to say yes.

12. More Sales, Less Time

Goodreads ScoreAuthor
3.86/5 StarsJill Konrath
Cover of 'More Sales, Less Time' by Jill Konrath, featuring bold navy and orange text on a white background with the subtitle 'Surprisingly Simple Strategies for Today's Crazy-Busy Sellers.

In More Sales, Less Time, Jill Konrath tackles the time management issue for sales professionals. Konrath shares strategies to help readers boost productivity, minimize distractions, and focus on high-priority tasks. 

By adopting her techniques, salespeople can achieve more in less time, allowing them to balance their workload effectively and close more deals.

13. Obviously Awesome

Goodreads ScoreAuthor
4.38/5 StarsApril Dunford
Cover of 'Obviously Awesome' by April Dunford, featuring bold black and white text on an orange background with the subtitle 'How to Nail Product Positioning So Customers Get It, Buy It, Love It' and small icons of a question mark, dollar sign, and exclamation mark.

Obviously Awesome by April Dunford focuses on the art of product positioning. Dunford provides a step-by-step framework for businesses to communicate their unique value proposition.

Grasping the context in which your product is used allows you to stand out in a crowded market and draw in the ideal customers. This is one of the sales books essential for any marketer or entrepreneur looking to refine their messaging.

14. MEDDICC: The Ultimate Guide to Staying One Step Ahead in the Complex Sale

Goodreads ScoreAuthor
4.50/5 StarsAndy Whyte
Cover of 'MEDDICC' by Andy Whyte, featuring teal text and a cross with an arrow design on a white background, with the subtitle 'The ultimate guide to staying one step ahead in the complex sale.

Andy Whyte’s MEDDICC is a detailed guide on the MEDDICC framework, which is designed for managing complex B2B sales. The book covers fundamental aspects such as metrics, economic buyers, decision criteria, and competition, helping salespeople stay on track and close more deals. 

The structured approach allows for better forecasting and reduces the risk of losing crucial opportunities.

15. What’s in the C.A.R.D.S.? 5 Post-Pandemic Sales Strategies

Goodreads ScoreAuthor
4.80/5 StarsCherilynn Castleman
Cover of 'What's in the C.A.R.D.S.?' by Cherilynn Castleman, featuring green and black text on a white background with the subtitle '5 Post-Pandemic Sales Strategies' and a circular badge for 'Post-Pandemic Success.

Cherilynn Castleman addresses the evolving sales landscape after the COVID-19 pandemic in this book. She offers five innovative strategies for adapting sales approaches to meet buyers’ new expectations and behaviors. 

The book emphasizes the importance of digital engagement and flexibility in a world that has shifted dramatically.

16. See You at the Top

Goodreads ScoreAuthor
4.22/5 StarsZig Ziglar
Cover of 'See You at the Top' by Zig Ziglar, featuring bold red and white text on a blue background with a tagline about self-improvement and attitude transformation.

This book focuses on the transformative power of a positive mindset and self-improvement. He emphasizes that success in both sales and life comes from skills, knowledge, and one’s attitude. Ziglar guides readers on cultivating self-discipline, setting goals, and developing a healthy self-image.

Through motivational stories and practical advice, he highlights the importance of perseverance, integrity, and service to others. Definitely a must-have in your library of sales books.

17. The Four Agreements

Goodreads ScoreAuthor
4.19/5 StarsDon Miguel Ruiz
Cover of 'The Four Agreements' by Don Miguel Ruiz, featuring a colorful, artistic design with floral motifs and a cross-like pattern on a textured background.

The Four Agreements is a powerful guide rooted in ancient Toltec wisdom, providing four principles for leading a fulfilling and authentic life. The agreements include: speak with integrity, avoid taking things personally, refrain from making assumptions, and consistently give your best effort.

Ruiz explains how adopting these simple yet profound commitments can help build trust, enhance communication, and reduce conflict in personal and professional relationships. 

18. Pitch Anything 

Goodreads ScoreAuthor
4.12/5 StarsOren Klaff
Cover of the Spanish edition of 'Pitch Anything' by Oren Klaff, featuring bold red text on a white background with radiating lines and the subtitle about presenting, persuading, and achieving goals.

In Pitch Anything, Oren Klaff introduces a novel method for pitching, using what he calls the STRONG framework (Setting the Frame, Telling the Story, Revealing the Intrigue, Offering the Prize, Nailing the Hookpoint, and Getting a Decision). 

Klaff argues that effective pitching is less about presenting data and more about engaging the emotional, primal part of the listener’s brain, often called the “crocodile brain.” He teaches readers how to control the narrative and create a compelling frame that captures attention. 

19. The Art of Closing the Sale

Goodreads ScoreAuthor
4.15/5 StarsBrian Tracy
Cover of 'The Art of Closing the Sale' by Brian Tracy, featuring the author in a suit alongside bold white and red text on a red background with a subtitle about professional selling.

Brian Tracy’s The Art of Closing the Sale is a comprehensive guide focused on mastering the critical skill of closing deals. Tracy outlines various techniques for overcoming objections, building trust, and instigating a sense of urgency that prompts clients to take action. 

He emphasizes the psychological aspects of closing, offering tips on reading customer signals and tailoring the approach to individual needs. 

20. Everybody Lies

Goodreads ScoreAuthor
3.85/5 StarsSeth Stephens-Davidowitz
Cover of 'Everybody Lies' by Seth Stephens-Davidowitz, featuring bold orange and black text with a zebra illustration and the subtitle 'Big Data, New Data, and What the Internet Can Tell Us About Who We Really Are.

Seth Stephens-Davidowitz’s Everybody Lies explores the hidden truths behind human behavior through the lens of big data. He uses real-world examples to show how data can reveal insights that traditional surveys and methods miss. 

This is one of the sales books that offers professionals a new perspective on understanding customer behavior, helping them refine their strategies based on actual, rather than stated, preferences. 

21. Zig Ziglar’s Secrets of Closing the Sale

Goodreads ScoreAuthor
4.16/5 StarsZig Ziglar
Cover of 'Secrets of Closing the Sale' by Zig Ziglar, featuring bold blue text on a red background with a white arrow design and a gold badge highlighting its persuasive techniques.

In Secrets of Closing the Sale, Ziglar offers a deep dive into the techniques and psychology of closing. He shares numerous stories, examples, and questions that can help salespeople overcome objections and finalize deals. 

Ziglar emphasizes the importance of believing in your product, suggesting that you shouldn’t sell it to your family if you wouldn’t recommend it to your family. 

The Greatest Sales Books: Final Thoughts

Mastering salesmanship is not merely about learning techniques; it’s about embracing a mindset of continual growth and adaptation. The sales books discussed in this guide offer a wealth of knowledge, but their application is the key to success.

As the sales landscape evolves, it’s crucial to integrate diverse strategies, from consultative selling to leveraging emotional intelligence. While these sales books provide the foundation, your ability to tailor these insights to meet the unique challenges of your clients and market is what will set you apart. 

Remember, the best salespeople are lifelong learners who continuously refine their skills, seek feedback, and adapt to changing circumstances. Whether embracing a new sales methodology, deepening your understanding of customer psychology, or improving your pitch, the journey to becoming a great salesperson never truly ends. 

Keep reading, keep learning, and most importantly, keep practicing. Your commitment to mastering the art of sales will not only boost your career but also transform how you build relationships, solve problems, and create value in the lives of others.

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