Manager: We (meaning you) need to do task A. How long will it take?
Me: Task A will take X days to do.
Manager: That seems awful long.
Me: How long do you think it should take?
Manager: It surely could not take any longer than Y days.
Me: Ok, it seems you have an answer to your question then.
Later:
Manager: It’s been Y days, why isn’t task A done yet?


The way we estimate on my team is to break tasks down into related subtasks that will take one day or less, then add up all the subtasks. It’s worked pretty well.