Stopping will be your biggest concern, because you will want to or be pressured to keep up with the traffic. all of the newer vehicles can stop faster and better than your truck. I have cracked brake drums before pulling a trailer with drum brakes having to stop fast. I had the boost at the pedal but not the equivalent at the wheel. that got remedied with disca and bigger rears.
A good hydraulic brake system for that trailer would be advisable.
You did state that if you didn't have the power to move it, you would solve that problem. treated with respect that 270 will do the job; so if you don't have to power up then you should put that change to slowing down, which would have been more so if you had added power
ron