Boat needs to positioned on the trailer to get the correct hitch weight. If you can't do it without having the boat hanging way over the end of the trailer, you need a bigger trailer. I think it is more important to have the proper hitch weight than having a particular part of the boat aligned with a particular part of the trailer. My boat overhangs the back of the trailer by a couple of feet and has no problems sitting this way. An advantage of having the transom overhang the trailer a bit is that you don't have to worry about where the transducer is, whether the trim tabs are stowed, or if the motor will hit the trailer.