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#132 Ret. Gen. Stanley McChrystal - The Essence of Leadership

Mar 8, 2022 1h 21m 34 insights
Retired United States Army General Stanley McChrystal calls on more than three decades of military experience to discuss the fundamental tenets of leadership, and practical advice for taking calculated risks and making important decisions. This wide-ranging conversation includes insights on mitigating risk, making decisions under uncertainty, why civilian leadership is tougher than military leadership, developing mental toughness, teaching discipline, and so much more.   A veteran of four U.S. wars in the Middle East, McChrystal was a four-star general best known for his command of Joint Special Operations Command from 2003-08, when he oversaw special operations in both Iraq and Afghanistan. His troops were responsible for both the capture of Saddam Hussein in 2003 and the 2006 death of Abu Musab al-Zarqawi, the leader of Al-Qaeda in Iraq. After retiring from the military in 2010 he joined Yale University as a Jackson Institute for Global Affairs senior fellow, and in 2011 he founded a consultancy firm, McChrystal Group, which helps organizations tap into human potential in service of stronger business outcomes.   -- Want even more? Members get early access, hand-edited transcripts, member-only episodes, and so much more. Learn more here: https://fs.blog/membership/ Every Sunday our Brain Food newsletter shares timeless insights and ideas that you can use at work and home. Add it to your inbox: https://fs.blog/newsletter/ Follow Shane on Twitter at: https://twitter.com/ShaneAParrish
Actionable Insights

1. Prioritize Intrinsic Success

Define success by intrinsic measures, such as personal integrity, the positive impact you have on others, and the well-being and success of those around you, rather than solely by extrinsic factors like wealth or rank.

2. Ground Identity in Core Values

Build your sense of self on unshakeable values like integrity and commitment to others, rather than fleeting external factors like rank or popularity, to remain resilient when faced with challenges or loss of position.

3. Commit Beyond Personal Ambition

Cultivate a deep and genuine commitment to a cause, organization, or people that transcends personal wealth or ambition, as this provides a robust foundation and prevents fragility in your purpose.

4. Embrace Uncertainty, Then Act

Recognize that achieving absolute certainty in decision-making is an impossible goal; perform responsible due diligence for information, but then know when to act decisively to seize opportunities or mitigate risks.

5. Focus on Vulnerability to Reduce Risk

Reframe risk as ’threats times vulnerabilities’ and concentrate efforts on reducing your vulnerabilities, as threats are often uncontrollable, but you have agency over your susceptibility to them.

6. Re-evaluate Failure Punishment

Organizations should reconsider overly harsh penalties for mistakes, as this stifles risk-taking, prevents valuable learning experiences, and leads to a loss of experienced talent.

7. Incentivize Calculated Risk-Taking

Align organizational incentives with rhetoric by rewarding individuals who take calculated risks and push boundaries, even if they fail, rather than inadvertently promoting a culture where only ‘safe’ bureaucrats rise.

8. Model Exemplary Behavior

Be acutely aware that your team constantly observes and emulates your behavior, so consistently model the desired processes, interpersonal interactions, and ethical conduct for young leaders to follow.

9. Implement Phased Decision-Making

Adopt a phased approach to decision-making: first, gather all inputs and information, then clearly announce the transition to an execution phase where the focus is on implementing the decision unless substantive new information emerges.

10. Back-Plan Decision Deadlines

Determine the latest possible moment a decision must be made by first identifying the required effective action, then back-planning the time needed for implementation and communication, allowing for optimal information gathering without unnecessary delay.

11. Act Promptly on Known Tough Decisions

Avoid delaying tough decisions due to discomfort; once you know the right answer, act promptly, as delaying them usually makes them harder and rarely provides new useful information.

12. Hold Decision-Avoiders Accountable

Recognize that not making a decision is itself a decision with consequences, and hold individuals accountable for outcomes created by their inaction, rather than allowing them to avoid responsibility.

13. Leaders: Visit the Front Lines

Leaders should physically visit the ‘front lines’ or operational ground to gain a visceral understanding of challenges, closing the gap between strategic perception and operational reality, which builds trust and informs better decisions.

14. Leaders: Stay Grounded in Reality

Resist the self-deception of a ‘godlike perspective’ from remote data; instead, leverage experience, maintain rich communication (especially voice), and defer to those on the ground for a true understanding of the situation.

15. Communicate Purpose for Acceptance

Clearly communicate the purpose and rationale behind difficult decisions and orders to foster understanding and buy-in from your team, as people are more likely to accept tough choices when they understand the ‘why’.

16. Clearly Communicate Decision Rationale

Ensure clear communication of the rationale behind decisions and actions, explaining ‘why’ they are being taken, as this fosters understanding and buy-in from the team.

17. Empower with Commander’s Intent

Provide a clear ‘commander’s intent’ that outlines the desired outcome, enabling team members to adapt and act autonomously when plans inevitably go awry, without needing constant direction.

18. Build Organizational Immune System

Strengthen your organization’s ability to detect, assess, respond, and learn from threats by exercising ‘risk control factors’ like communication, adaptability, and diversity, making the entire system more resilient.

19. Connect Organizations for Full Picture

Actively connect different organizational departments to aggregate information and complete the ‘mosaic’ of understanding, acknowledging that a perfectly clear picture is unlikely, so preparedness for the unexpected is crucial.

20. Overcome Inertia for Timely Action

Recognize and actively work to overcome organizational inertia, which can manifest as inaction or resistance to changing momentum, to enable more timely and effective responses to risks.

21. Cultivate Long-Term Ownership

Encourage a long-term perspective and sense of ownership over risks within organizations and society, moving beyond short-term profit motives or immediate gains to consider the generational impact of decisions.

22. Challenge Short-Term Expedience

Be aware of the temptation for short-term views driven by immediate pressures or command cycles, and actively articulate the long-term requirements to counter expedience that might undermine sustained progress.

23. Balance Decision-Making Tendencies

Understand your own decision-making biases (e.g., making decisions too quickly) and surround yourself with people who have complementary tendencies to achieve a more balanced and thoroughly considered approach.

24. Manage Stress with Values, Probability

When under stress, step back to define the problem and desired outcome, then ensure decisions align with your values and are based on a reasonable probability assessment, rather than striving for unattainable perfection.

25. Learn from Process, Not Just Outcome

Evaluate decisions based on the quality of the process and reasoning, not solely on the outcome, to avoid reinforcing bad habits from lucky successes or dismissing good decisions due to bad luck.

26. Prioritize Leader Development

Civilian organizations should prioritize and invest significantly in leader development, recognizing it as a crucial expenditure that helps cultivate effective leadership, similar to the military’s approach.

27. Expect Humanity, Not Perfection

When evaluating leaders, expect humanity and acknowledge flaws rather than demanding perfection, as this realistic view inspires personal growth and prevents the excuse of not striving for greatness because it seems unattainable.

28. Study Deep, Human History

Go beyond surface-level historical accounts by reading original sources like letters, diaries, and in-depth biographies to gain a more nuanced and human understanding of historical figures and events.

29. Embrace Nuance in Judgment

Develop the maturity to evaluate individuals with nuance, acknowledging both their admirable qualities and their flaws, to learn from the good without condoning the bad, rather than dismissing them entirely.

30. Instill Self-Discipline Through Habits

Cultivate self-discipline by intentionally forming good habits and adhering to personal standards, as consistent practice can instill behaviors that become second nature and contribute to overall effectiveness.

31. Assess Judgment by Values, Probability

When assessing someone’s judgment, consider if their decisions align with the right values and are based on a reasonable, probability-based assessment of potential outcomes, rather than just the final result.

32. Understand Others’ Perspectives

Strive to understand others’ points of view, recognizing that their behavior often makes sense from their perspective due to different information or life experiences, fostering empathy and better interaction.

33. Combat Disinformation’s Impact

Be vigilant against disinformation, which can skew perspectives and lead rational people to irrational conclusions, recognizing that its easy distribution amplifies its dangerous effects.

34. Address Cyber Vulnerability

Recognize and address the profound cyber vulnerability of highly connected societies by investing in robust defenses and developing overwhelming offensive capabilities, especially against nation-state actors.