CEOs Who Play Poker: High-Stakes Play = Better Leadership?

Shane C

Oct 21, 2024

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In the business world, the ability to make strategic decisions under pressure is crucial. Interestingly, some of the world’s top CEOs and business owners have found an uncanny parallel between their boardroom decisions and the poker table.

In a way, poker has become more than just a pastime—it’s here to sharpen the skills that help in running their businesses.

In this article, we explore the intriguing connection between top CEOs and poker, drawing on their stories and the lessons they've learned from this competitive game.

Notable CEOs Who Play Poker

Many prominent CEOs have dabbled in poker, seeing it as both a challenge and a mental exercise that complements their work.

For instance, Michael Craig, a well-known business consultant, chronicled the poker exploits of billionaires and banking moguls in his book The Professor, The Banker, and the Suicide King.

One of the key figures in this tale is a Texas billionaire banker named Andrew Beal, who squared off in high-stakes games with the best professional poker players, including Todd Brunson and Howard Lederer. Beal's encounters are now the stuff of poker legend, particularly his infamous games in Las Vegas against poker stars like Ted Forrest and David Grey.

Bill Perkins, hedge fund manager and CEO of Skylar Capital, is another poker-playing CEO known for participating in high-stakes games. Perkins, who plays regularly in televised poker events, is an example of how risk management and emotional control are crucial both in finance and poker.

Similarly, David Einhorn, the founder of Greenlight Capital, has competed in multiple World Series of Poker (WSOP) events, notably finishing third in the 2012 $1 million buy-in Big One for One Drop tournament. His poker winnings, which exceeded $4 million, were donated to charity, reflecting the intersection of poker, business, and philanthropy.

Then there’s Guy Laliberté, co-founder of Cirque du Soleil, who frequently plays in some of the world’s highest-stakes poker games. Laliberté even founded the “Big One for One Drop” poker event at the WSOP, combining his love for poker with his charitable initiatives.

Other well-known poker-playing CEOs include Chamath Palihapitiya, the founder of Social Capital and an early executive at Facebook, and Dan Shak, a hedge fund manager who is a regular in poker tournaments. Aaron Brown, a former managing director at AQR Capital Management and author of The Poker Face of Wall Street, blends his expertise in finance with his passion for poker, demonstrating how risk management in both worlds can yield success.

These CEOs and business magnates find the game of poker not only entertaining but also educational. Their skills at the table mirror those required in the world of business, especially in high-pressure environments like a CEO roundtable or the boardroom.

Poker Skills in Business

The skills needed to excel in poker closely mirror those required for effective leadership. CEOs are often required to:

  1. Manage Risk: Poker is a game of calculated risks, much like managing a company. Players must calculate the odds, decide when to fold, when to hold, and when to go all in based on all the strengths and weaknesses—decisions that directly parallel the strategic business choices that leaders face.

  2. Emotional Control: A successful poker player must master emotional discipline. Losing big hands or making mistakes can lead to frustration, but the ability to keep a clear head is critical. Similarly, in business, CEOs often face setbacks, and emotional control can mean the difference between success and failure.

  3. Strategic Thinking: Just like poker, business is about strategy—reading your opponents (or market), understanding trends, and making the right moves.

  4. Budget Control: Just like how players have to learn bankroll management, CEOs have to control their budgets. Otherwise, they risk losing a huge chunk, if not all, of their investors money!

Poker Enhances Leadership Abilities

Poker forces its players to develop several core competencies that are essential in leadership roles:

  • Risk Management: As seen in the legendary matches between Texas billionaire Andrew Beal and top poker pros, managing risk is paramount. CEOs must constantly evaluate market conditions, potential partnerships, and investments, just as poker players assess odds, bet sizes, and opponents’ tendencies.

  • Decision Making Under Pressure: In poker, the pressure of a large pot can mirror the stress of a high-stakes business deal. CEOs like David Einhorn and Bill Perkins, who have been at the helm of billion-dollar companies, know that decision-making under pressure is a critical skill in both arenas.

  • Reading People: Successful poker players like Jennifer Harman and David Grey excel at reading their opponents—a skill that’s equally valuable for CEOs when negotiating deals or leading teams. Understanding body language, tone, and unspoken signals can provide an edge in both poker and business.

Conclusion

For top CEOs, the parallels between poker and business are clear. The ability to manage risk, make strategic decisions, and control emotions at the poker table is invaluable in the boardroom.

Poker is not just a game of cards; it's a mental battlefield where leadership qualities are honed and tested. Whether they play for relaxation or to sharpen their skills, these business leaders prove that poker is more than a hobby—it's a training ground for the mind, essential for anyone navigating the high-stakes world of corporate leadership.

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