I love how exhaustive your approach to documentation is here, because (like you said) it really does need to be to be truly useful. If the user doesn't know how to get to "Contacts", saying "Start by opening Contacts" does them no good and just discourages them.
Yes. My dad needs very explicit step-by-step instructions. Even to the point of I can't just say hit Ctrl-C. I have to tell him to hold down the Control key and then hit the C key while still holding down the Control key.
