I can't believe I didn't sign up sooner!
A friend pointed me to Dropbox the other day to transfer PDFs to my iPad. I'm not sure why I didn't sign up earlier. It's free for up to 2 GB and it works so seamlessly. It's actually easier to use than dragging and dropping files across my network; just place the file in the Dropbox folder on one machine and it appears on the other machine almost instantly. It really couldn't be any easier.
I've reviewed their specs and they say it is secure where even their employees can't view files. I haven't read anything to the contrary, but who knows. Will I put my accounting data on it? No. Will I put temp files that I need to move around on it? Sure.
Give it a try and see if it can work for you.