Oh my gosh...that's my life too with my engineer husband!!! It makes me so crazy and there is always something wrong with what I want to do.
Years ago when we first got married I asked him to put me a wall phone on the wall with the pantry. He looked at the wall, tapped on it, surveyed it some more and said "well, I'll have to find the wall drop the phone line through and make a hole in the wall".
I looked at it and said "or you could just drop it in the pantry and punch it through from there"
He said "yeah, that would work too".
PROBLEM SOLVED!!!