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

LegalZoom Review: Services, Pricing, Pros & Cons — and When It’s Worth Using

Books Recommended By Travis Kalanick

Travis Kalanick reads to sharpen his edge and challenge the status quo. His top picks blend strategy, individualism,...

How to Send Professional Invoices That Actually Get Paid Faster

Best Cities for Corporate Retreats in 2026

How to Use Call Tracking to Grow Your Small Business (A Plain-English Guide)

Top Coffee Shops for Entrepreneurs in Los Angeles

Find your LA work sanctuary! From Echo Park's quiet lofts to the high-energy hubs of Koreatown and the...

Best Hotels in Brooklyn [For Business]

Brooklyn offers a range of business-friendly hotels with easy access to Manhattan and local commercial hubs. These properties...

Best Hotels in Houston for Business Travelers

How to Value Your Business Before You Think About Selling

How to Start a Business in Orange County

A complete guide to starting a business in Orange County, CA: choosing a business structure, registering with California,...

Small Business Funding in Los Angeles

How to Manage a Small Business Team Without Losing Your Mind

How to Sell a Business in Fort Worth: A Complete Guide

How to Use Social Proof to Win More Customers: Reviews, Testimonials, and Case Studies

Home Office vs Rented Office: The Real Tax and Productivity Comparison

How to Franchise Your Small Business (A Plain-English Guide)

How to Buy a Business in Miami

Books recommended by Mark Zuckerberg

Mark Zuckerberg reads to explore new ideas, challenge assumptions, and understand the world at scale. His top picks...
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