Dave -
To start with, I have to ask this. If you are going to winch it into the garage, and winch it out, is there any reason that it has to be backed in? Why not run it in forward? Then you simply attach your winch cable to the TM's normal hitch, and the whole question of where to attach a cable goes away.
Assuming you do have to back it in, my thinking goes like this.
First, it is obvious, I think, that the force needed to pull a weight up a ramp depends on the steepness of the ramp. If you have a very shallow ramp, it is easy to pull a weight up it, but if you have a steep ramp, it takes a lot of force to pull a weight up it.
In this specific case, you appear to have a 15 inch rise in 8 feet of run, so you have a ramp angle of about 9 degrees. If I have done the math right, this means that you will need a pulling force equal to about 15% of the weight of the trailer in order to pull it up the ramp. To be conservative, let's say your trailer weighs 3500 pounds. That means you will need a pulling force of 525 pounds to get it up the ramp.
This is clearly more than you are going to do by hand. And it is quite possibly more than one of the expensive electric trailer dollies will do for you, though I have no specs on those. So a winch is probably a good solution. [Note that you can't just screw the winch to the front wall of the garage - it will probably pull the wall out unless you brace it somehow.]
On the other hand, 525 pounds isn't really very much force when compared to the strength of the TM frame, and the stresses that it must bear in normal operation. So if you can apply this force to the frame members, I think you would be in good shape. I think I would get a nylon tow strap as mentioned by larsdennert, and either
a) loop it through the triangular skids, as Tim suggested. I believe that the skids are welded to the frame members. OR
b) loop it around the ends of the bumper, right where the bumper is welded to the frame, so that the pull is immediately transferred to the frame. Access to the bumper ends might not be as easy on a 2006 model as it was on the earlier models where the sewer hose was carried in the bumper.
Either way, the pulling force on each frame member is only half of 525 pounds, which is really pretty small. And make the loop nice and long, so that the forces on the strap itself are aligned more or less parallel to the trailer.
I'm not sure that I would pull it with a bumper hitch. The hitch can certainly take it, but I am concerned about the bumper itself. It is probably OK - 525 pounds doesn't seem like a big pullforce - but I am just not sure how much force it would take to bend the center of the bumper backward.
Finally, the breakaway switch is powered by the TM battery, so it should work even if the tow vehicle is disconnected. However, if the strap snaps or the winch breaks, and the trailer is suddenly running down the ramp loose, who is going to pull the cable? It would be a better idea to have someone moving some blocks right up behind the trailer wheels as you pull the trailer - at least until you've done it a couple times.
Bill
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