Boil about one minute. You are not cooking it, just loosening the skin.
Pull out tomatoes using a slotted spoon (or drain pot) and place tomatoes into a bowl of ice cold water for several minutes.
Make a small slice in the skin and pull. It should pull right off.
I love simple, low-tech solutions that make life easier. Without the skins the food press doesn't get clogged up with skins, in fact, we didn't even run the last batch of sauce through the press. We didn't need to. It was already smooth and beautiful as it was. Awesome-o.