Not trying to beat a dead horse, but I agree with everyone here.
1. Address you truck brakes. If you are not certain they are 100% please fix/adjust/replace what is necessary to make them 100% again, even if just driving the truck around empty.
2. Install a working, good quality trailer brake controller in your truck. I strongly recommend NOT buying one of the $20 time delay controllers you can get at Wally World. Buy a good inertia based brake controller, install and adjust it per the instructions and LEAVE IT THERE....... My Excursion has a working controller, and I do not own any trailers, at this time, that have brakes, but I am looking for another camper, and I have access to a car trailer that does have brakes if I need to go rescue a vehicle.... if it has a hitch, it should have a controller.....
3. Make the brakes 100% on the trailer....... if not...... it DOESN'T MOVE!!!!!!!
4. If 1-3 can not be accomplished...... call Calvin (if his towing business were in Texas) it will be better in the long run....... his flatbed is cheaper than best case, totaling 2 trucks and a trailer, or worst case, running someone over........
5. If 1-3 can be accomplished, try and load it correctly..... a difference in tongue weight can make a huge difference.......
https://www.youtube.com/watch?v=4jk9H5AB4lM
If you haven't towed anything sizeable as a "bumper tow", it is a bit different, even if you drive a semi...... with a sizeable load, the "tail can wag the dog" which is not a fun experience..... even a small trailer, like my 5x8 Flatbed with one of my IH Cub Cadets on it, which is ~ 1500lbs does make a difference..... it won't wag the dog (at least with my 8000lb Excursion) but it does push a bit. It's not heavy enough to legally require trailer brakes...... but I did tow my Jetta on a PJ Flatbed Trailer, total weight of 5000lbs or less, and I would not have wanted to tow it without brakes....... maybe moving it on the property, but not 50 miles, or the 200 I did.......
If in doubt, bail out...... there was a post in the IDI group on Facebook, a guy banged up 2 IDIs and a trailer because he loaded the truck on the trailer tail first, though it felt ok, got to speed and the "tail wagged the dog" and he bounced off the median wall............