Intuition is not a mystical gut feeling but rapid pattern recognition based on experience. Since leaders cannot "watch game tape," they must build this mental library by systematically discussing failures and setbacks. This process of embedding learnings sharpens their ability to recognize patterns in future situations.
Reflecting on Walmart's multi-year transformation, CEO Doug McMillan identifies the most common leadership pitfall: delaying actions you instinctively know are right. He advises leaders to trust their gut and move quickly, as organizations are often more capable of handling rapid change than perceived.
Under pressure, organizations tend to shut down external feedback loops for self-protection. This creates a "self-referencing" system that can't adapt. Effective leadership maintains permeable boundaries, allowing feedback to flow in and out for recalibration, which enables smarter, systems-aware decisions.
Even a top-tier sales professional has a career pitch win rate of just 50-60%. Success isn't about an unbeatable record, but a relentless focus on analyzing failures. Remembering and learning from every lost deal is more critical for long-term improvement than celebrating wins.
Adaptable organizations are built on curiosity. This is nurtured not by formal courses, but by leaders encouraging small, daily acts of connecting disparate ideas (e.g., "What did you see this weekend and how can we apply it?"). This builds the collective "mental muscle" for navigating disruption.
The pace of change in AI means even senior leaders must adopt a learner's mindset. Humility is teachability, and teachability is survivability. Successful leaders are willing to learn from junior colleagues, take basic courses, and admit they don't know everything, which is crucial when there is no established blueprint.
As expertise develops, one can shift from rigid plans to relying on deep 'programming'—the sum of instincts and experience. This allows for adaptability in high-stakes situations, turning potential disasters into moments of authentic performance that a rehearsed script could never achieve.
Entrepreneurs often view early mistakes as regrettable detours to be avoided. The proper framing is to see them as necessary, unskippable steps in development. Every fumble, pivot, and moment of uncertainty is essential preparation for what's next, transforming regret into an appreciation for the journey itself.
When transitioning leadership, you must allow your successors to make mistakes. True learning comes from fixing failures, not just replicating successes. As the founder, your instinct is to prevent errors, but you must permit 'fuck ups' for the next generation to truly develop their own capabilities and own the business.
Beyond IQ and EQ, interview for 'Resilience Quotient' (RQ)—the ability to persevere through setbacks. A key tactic is to ask candidates about their proudest achievement, then follow up with, 'What would you do differently?' to see how they navigated strife and learned from it.
Instead of dwelling on what went wrong, anchor coaching in the future ('feed forward') by planning for the next opportunity. Reinforcing positive actions with 'highlight reels,' like coach Tom Landry did, is far more effective at encouraging repeat performance than only analyzing fumbles.