Recommended Books by Kevin O’Leary

Investor and entrepreneur known for his role on Shark Tank and founding the software company SoftKey.

Why Kevin

If you’re looking to gain valuable insights from one of the sharpest minds in business, exploring the Recommended Books by Kevin O’Leary is an excellent place to start. Kevin O’Leary, widely known for his role on Shark Tank and his success in entrepreneurship, has shared a selection of books that have profoundly influenced his approach to business and life.

What Kevin Reads

The Wealthy Barber

The Wealthy Barber

By David Chilton-Conversations in a barber shop elucidate concepts like investment, retirement planning, and debt control, rendering them accessible to individuals at various stages of financial literacy.

The outsiders

The Outsiders

By William N. Thorndike-This book offers a meticulous exploration of eight unconventional CEOs and their astoundingly profitable companies. Through an investigative narrative, Thorndike delineates the executives’ shared traits and diverse strategies, providing deep insights into effective business leadership.

The Art of War by Sun Tzu

The Art of War

By Sun Tzu- Sun Tzu’s legendary manuscript, written in the context of ancient Chinese military strategies, transcends its original purpose, offering invaluable advice on conflict resolution and strategic planning applicable in diverse contemporary scenarios, including business and politics.

MONEY Master the Game: 7 Simple Steps to Financial Freedom

MONEY Master the Game: 7 Simple Steps to Financial Freedom

by Tony Robbins-Tony Robbins deciphers the complex world of personal finance, curating insights from interviews with fifty of the world’s most acclaimed financial minds.

How to Win Friends and Influence people

How to Win Friends and Influence People by Dale Carnegie

A classic guide to improving interpersonal skills, which O’Leary values for its timeless advice on networking and influence.

Competitive Advantage by Michael Porter

Competitive Advantage by Michael Porter

A foundational book on business strategy, particularly on how companies can gain and maintain a competitive edge.

The Psychology of Selling by Brian Tracy

The Psychology of Selling by Brian Tracy

A book that O’Leary recommends for anyone in sales, offering insights into the psychology behind successful selling techniques.

Books by Kevin

ParentPreneurs

ParentPreneurs

A Decade of Deals from a Messy Minivan” takes readers on a journey with Jamie and Brian Ratner as they build a successful business together. The book encapsulates the surprising and inspiring journey of a couple navigating the trials and triumphs of entrepreneurship​.

Cold Hard Truth: On Business, Money & Life

Cold Hard Truth: On Business, Money & Life

In this book, Kevin O’Leary shares invaluable secrets on entrepreneurship, business, money, and life. He firmly disputes the concept of becoming wealthy through mere visualization. According to O’Leary, success in entrepreneurship and wealth accumulation demands hard work and dedication. 

Cold Hard Truth on Men, Women & Money: 50 Common Money Mistakes and How to Fix Them

Cold Hard Truth on Men, Women & Money: 50 Common Money Mistakes and How to Fix Them

Bestselling author and television superstar, Kevin O’Leary presents a financial guide that steers you clear of money mistakes at every stage of life. O’Leary’s advice is simple but potent: don’t overspend, save as much as possible, and always invest. Despite its simplicity, this advice can be challenging to follow, but O’Leary’s insightful guidance and real-life examples can help you navigate your financial journey, regardless of your age or earnings.

Want personal advice?

Get a free consultation from Hustler’s Library! Fill out the quick survey, and a Hustler’s Library Small Business Specialist will contact you shortly!

Trusted by 1,000+ entrepreneurs.

Keep Learning

The Power of Niche: Why Going Narrow Often Beats Going Wide

The counterintuitive truth: niching down usually increases revenue. Learn how Spanx, Manscaped, and Sweetgreen built massive businesses by...

Everything About Armando Pantoja (@tallguytycoon)

How Google Cloud Helps Small Businesses Scale

Florida Small Business Grants and Funding: A Complete Guide

How to Build a Business Budget From Scratch (A Plain-English Guide for Small Business Owners)

How to Plan a Corporate Retreat That People Actually Want to Attend

Best Cities in Florida to Start a Business in 2026

How to Choose a Cybersecurity Provider for Your Business in 2026

What is Retargeting? A Plain-English Guide for Entrepreneurs

Selling a Business in San Jose: The Complete Guide

Maximize your exit! From cleaning the books to finding qualified Silicon Valley investors, we cover the full process...

Comcast Business vs. AT&T Business: Which Internet Provider Is Right for You?

How to Set Up a Profit Sharing Plan for Your Small Business (A Plain-English Guide)

What is a Niche Site? A Plain-English Guide for Entrepreneurs

What Is a Franchise? How to Buy One and What It Actually Costs

Vendor Management 101: How to Build Strong Supplier Relationships

Everything About Sean Cross

Everything About Sara Blakely

Sara Blakely turned a simple idea into a billion-dollar brand with grit and zero outside funding. Her journey...

Everything About Grant Cardone

Grant Cardone built his brand on volume, confidence, and nonstop execution. From real estate to sales training, his...
Free for Every Founder

Ready to Know Where You Stand?

The Business Journey dashboard maps your exact position across all 13 stages. Track your progress, unlock resources for each step, and build with a framework used by thousands of founders at Hustler's Library.

Hustler's Library Business Journey Dashboard
Start Your Journey — It's Free →

No credit card required  ·  Takes 3 minutes  ·  Personalized to your stage