There are numerous type of tow dollys. I have a Master Tow dolly with electric brakes. I have locked up the brakes on the dolly numerous times mainly due to other drivers thinking I can stop on a dime when they cut me off and suddenly stop for a right turn. The other important factor is how handy are you putting straps on the front wheels? Myself, I am fine with it and after a few rounds it becomes second nature. Look at the various tow dollys other people are using and talk to them before you jump onto a particular model based on what we say here. It isn't that difficult and I don't see the length being an problem either. I have seen mighty big rigs towing very large trailers so have fun. Investigate the different models and options.