I wouldn't be to quick to say people here just don't "get it". I, and many many folks I know, do get it and get it exactly.
I didn't say all, I said most. IMO, There are more people interested in jumping in on an attack bandwagon for the sake of post count than answering the questions asked in an opening post. The OP said it himself, that he had to weed through a bunch of answers to questions he didn't ask to find the ones that actually offered advice to what he wanted to do.
In this day and age one must consider the risks of offering information on a forum such as this. I learned a long time ago to stop putting out information that could incriminate me since there is a standing and available record of it. Just not going to brag anymore about some of the extremes I've pushed stuff.
I agree that if you are employed by a website officially as a volunteer or not, then you may open yourself up to litigation, however if you're a normal member in a forum than you should either respond to the question asked or not, there no reason to troll or continue off topic, giving advice he didn't ask for; that only breeds conflict.
I would also challenge you to loosen a valve stem on your 105 and go for a ride in the deuce. I may not be able to hear my trailer behind the deuce but I can sure as heck feel it and can see it enough to know when there is a problem.
I don't need to ruin a set of tires to prove a point, I was just being melodramatic myself and using hyperbole to make a point.
What that point was, I'm not sure, I will say however that I have lost cargo that I thought was properly secured in my 105 and didn't notice it till later. It was my fault to be sure, but I felt like I would have noticed the issue in another vehicle.
Flats? Been there, done that and you would have to be numb not to realize it. Fortunately, when there is a problem, the deuce has suitable weight to not be pulled out of control by an errant trailer. You just can't say that about a vehicle that only marginally out weighs the trailer. Consider this, break a coupler or some other modded hitch part and lose the trailer, especially with a breakaway feature. That 105 is going to do as it darn well pleases even with the heavily modified Jeep tugging at its nose via safety chains.
Melodramatic? Perhaps! Self preserving? All the time!
I once saw a suburban get flipped by it's trailer, when the trailer had a blow out, the vehicle was well within it's capacities, they were still attached at the ball after they were flipped. I've seen 18-wheelers, do a number of terrible things in bad weather, I'm sure they were all legal at the time, just the luck of the draw.
Towing is inherently dangerous, no matter what you do : there is always a chance of catastrophic failure of some sort.
Is towing a M105 with a modded jeep more dagerous than towing it with a deuce? Yes.
Would giving him the ability to have trailer brakes make it safer? I think so.
Why withhold the information in a sting of neigh-saying? He's already made up his mind, he wasn't asking for vindication. He could have just towed it with no brakes, like other do, but he made it the point to ask about a safety measure, I think it's pretty commendable, even if I don't agree with he's choice of tow vehicle.