Never — remember, these people believe 3 things:

1) empathy is a weakness

2) introspection is a waste of time

3) move fast and break things

The only introspection will be along the lines of “we should have moved faster and broken more things”; because of (1) and (2), it can’t progress to the level of “maybe we were completely wrong in a fundamental sense”, because they just don’t perceive human minds outside of their own (they really do view us as NPCs).