Systematic tendency to underestimate how long tasks will take and what can go wrong, despite past experience with similar projects.
A software team estimates a project will take three months based on their plan, ignoring that their last five projects took twice as long as estimated. They focus on their specific plan rather than the base rate of past performance.
Detailed planning prevents delays—detailed plans often increase confidence without improving accuracy, because they don't account for unknown unknowns.
Thinking, Fast and Slow
Daniel Kahneman
Why do people make optimistic predictions about their own projects while correctly predicting delays in similar projects by others?
How does the planning fallacy relate to the 'Plateau of Latent Potential' concept from Atomic Habits?