Re: Question...
I've said it before, but towing is 99% driver, 1% towing vehicle. Its the nut behind the wheel that controls how safe towing is.
A bad/inexperienced driver is dangerous no matter what is attached to the trailer. A 600# jon boat behind a one ton truck with an idiot driving just means he can do more damage!
I've driven overloaded tow rigs before. I've had 1 ton of cargo behind an ATV that weighed 300 pounds. I've had almost 4000 pounds behind my car, rated for 2000. When you are driving in that situation, you drive VASTLY different than you would in other situations. You do normal defensive driving, and multiply it by 100x. I also grew up towing from an early age, with pretty much every vehicle imaginable.
So in general though, outside of driver experience, the big questions are how far, how fast, and how often?