The planning fallacy
The planning fallacy is the reliable tendency to underestimate how long a task will take, even when you have done the same task before and know it took longer. It was described by Daniel Kahneman and Amos Tversky in 1979.
Where it goes wrong
Knowing about it does not fix it. The finding is that estimates stay optimistic even among people who have just been told they are optimistic, which is an argument for recording how long things actually took rather than for trying harder to guess well.
Diarized schedules the work you already keep in a to-do app into the calendar you already use, and shows you why every block landed where it did.