Just from the point of comfort, it helps to have some sail up to help steady the boat. If your in storm conditions on the Great Lakes, you will likely have some nasty choppy seas to deal with. The winds pushing against the sail, even if it is a little piece of sail, will make for a more comfortable ride in. If your not making enough time and want to motor sail you can do this as well. JUST MAKE SURE NOTHING Is dragging in the water. Sheets, halyards, mooring lines, etc.
Courtney is My Hero
If a man is to be obsessed by something, I suppose a boat is as good as anything, perhaps a bit better than most - E.B. White