Adding brakes to a trailer being pulled by a motorcycle is a huge blunder.
If either wheel malfuntions you could easily be killed.
On my July trip from Oregon to/through Alaska I encountered a rider who was the first to come across a motorcycle fatality accident the previous day.
While they were waiting for medical help the rider asked that they shade him from the sun and it took four men to lift just the cover of his trailer and prop it up for some shade. He said that the trailer cover weighed at least 300 pounds!
After talking with the victims friend he learned that they man had a special "R" harley engine to pull his 1000 pound trailer. The trailer had brakes on it and he ad been experiencing problems with them.
Somehow he ended up taking a curve too fast and ran off the road to his doom. He had been adjusting his trailer brakes the day before the accident without success.
Imagine taking a corner at speed and  having the wrong trailer brake apply itself just a little too much. It throws your bike the other way and could cause you to lose control.
The rider I was talking with was still shaken from the experience and told me that pulling a trailer with a motorcycle was very scary to him.
Pulling a 1000 pound trailer with brakes is a whole different ball game that pulling a 300 pound trailer with no brakes.
Remember when pulling a trailer to leave extra room in front of you to allow for the extra stopping distance.  Check your nuts and bolts when you stop for the night. Check your rear tire condition often.
It also take you longer to pass someone with that extra weight so you can ride right past the passing line if you don't watch it.
I experienced wind buffeting driving at high speed behind an 18 wheeler on the interstate at 75 mph. Their air is so "dirty" that it shakes the bike, actually with or without a trailer. The barndoor fairing on the Tourer has that effect.
Either backing off, or passing the truck solves that buffenting issue for me.