Billionaire Memo
Painted portrait of Mark Cuban Mark Cuban · set in the movement 17 memos drawn
quoted verbatim

The Principals · Jewel VII of XXI

Mark Cuban

Owner of the Dallas Mavericks and serial entrepreneur.

Calibres
How to Win at the Sport of Business
Jewels set
17 memos drawn to date
Most recent
March 2026

Drawn from Cuban

All memos →
Ref. 141 · versus

Donald Trump vs. Mark Cuban: Born Instincts vs. Relentless Preparation

The Art of the Deal, How to Win at the Sport of Business

Power reserve 4 min
Ref. 242 · deep dives

How 4 Billionaires Approach Negotiation and Deal-Making — And Where They Sharply Disagree

Made in America, Zero to One, How to Win at the Sport of Business, Am I Being Too Subtle

Power reserve 12 min
Ref. 157 · deep dives

How 4 Billionaires Make Decisions When Nobody Knows What Happens Next

Onward, Grinding It Out, Losing My Virginity, How to Win at the Sport of Business

Power reserve 13 min
Ref. 123 · deep dives

How Self-Made Billionaires Negotiate: Lessons From the Deals That Built Empires

Shoe Dog: A Memoir by the Creator of Nike, How to Win at the Sport of Business, Play Nice But Win, Trailblazer

Power reserve 11 min
Ref. 142 · versus

Mark Cuban vs. Michael Dell: Competitive Obsession vs. Customer Obsession

How to Win at the Sport of Business, Direct from Dell

Power reserve 4 min
Ref. 69 · quick takes

Mark Cuban’s Case for Never Clocking Out

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 1 min
Ref. 118 · Single Quotes

Mark Cuban’s Definition of Rest — And Why It Has Nothing to Do With Relaxing

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 3 min
Ref. 166 · Single Quotes

Mark Cuban’s 7x24x365 Rule: Why He Treats Business Like the Final Shot of a Championship Game

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 2 min
Ref. 255 · Single Quotes

Mark Cuban’s Definition of Relaxing Will Make You Rethink Every Idle Moment

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 3 min
Ref. 189 · Single Quotes

Mark Cuban’s Simple Test for Whether You’re Serious About Business

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 2 min
Ref. 192 · quick takes

Mark Cuban’s Definition of Relaxing

How to Win at the Sport of Business, Lessons Learned: My First Business

Power reserve 1 min
Ref. 256 · versus

Oprah Winfrey vs. Mark Cuban: Leading from the Inside Out vs. Winning from the Outside In

What I Know for Sure, How to Win at the Sport of Business

Power reserve 4 min

Their calibres in the library

Cal. 001 How to Win at the Sport of Business 7 memos drawn

The next Cuban memo arrives on a Tuesday

One memo a week from the manufacture: the passage as written, the chapter it lives in, and what it is worth to whatever you are building.

Lifetime guarantee · Stop any Tuesday