On balance, I am with Dean.
I think the beauty of Squeak is that you can get down to programming without any superfluous rubbish like Java's import java.io.* or the literary diarrhoea of stuff like Iterator myIterator = new Iterator() (how many times do you have to say something before the compiler 'get it'?) etc etc. It is clear and pure and I would hate it to be muddied by unnecessary stuff just because of me-too-itis.
However, I also understand the problem of having multiple 'applications' in the one image and inter-dependencies.
It is a tough problem.
Karl