Pitfalls of Rationality are frequent error modes, obstacles or problems that arise when people try to practice rationality, or engage with rationality-related materials. Related concepts include the "valley of bad rationality".
There are two threads touched in posts under this tag:
Regarding the first point, from Incremental Progress and the Valley:
Ah. Well, here's the the thing: An incremental step in the direction of rationality, if the result is still irrational in other ways, does not have to yield incrementally more winning.