Thinking of building some kind of jig/dolly/whatever you would call it that will hold the trailer at the right height while I attach it. Right now it's not very easy to do without having another person hold it while I try to slide the skewer in. Especially when the trailer is loaded it's even more difficult. The little spacer has to be held while holding the arms at the right heght to line up with the axle holes. If I had 3 hands, it be great - one to hold trailer arms in the right position, one to hole the spacer, and one to slide the skewer in with.
Unfortunately, I only got 2 hands when I was born!
Anyway, it's nothing a little creativity cant resolve. I'll report back with what I come up with.