Strategic Planning Mistakes Businesses Will Still Make in 2026
Series — 9 Overconfidence from Past Success Strategic planning is not just about celebrating previous wins, it is about preparing for what comes next. In 2026, many businesses will struggle not because they lack talent, capital, or experience, but because they become overconfident due to past success. Success builds belief. But when past achievements turn into unquestioned assumptions, strategy becomes rigid. Markets evolve, customer expectations shift, and competitors innovate. Organizations that rely too heavily on historical victories often fail to adapt in time. Every strategy must evolve. What worked before may not work again. Why Overconfidence Becomes a Strategic Risk Success creates comfort. Comfort reduces urgency. Over time, leadership teams may begin to assume that proven models will continue delivering results without significant change. Overconfidence often stems from: • Strong historical revenue growth • Long term market leadership • High brand recognition and loyalty • R...