I had only pulled a trailer a few times years ago before I got my horse (I did try to back the boat up at the river once - lol
it wasn't pretty). I borrowed a trailer to move him and drove it 4 woo hoo miles!
Then I bought my Brenderup. I hauled it home 260 miles in a stiff wind - but I did have an experienced hauler with me so that gave me courage. She told me to always give myself plenty of room...let off the gas way before you need to stop, take corner wide.
advice she gave me was on backing up. Think SMALL. Turn SMALL. I can now (and have been for quiet awhile) back my trailer up pretty darn easy and back it though the double fence gates in our yard. I have NEVER hit it on anything. It takes practice and patience and small increments when you turn it!