other people have posted on here as to the lift questions, I dont recall at this time but just do a search. I currently have two sammys. one lifted with oversized tires and no front bumper at this time, and one pretty much stock except for the shrockwork front and rear bumpers. Gearing is the best way to go for oversized tires, and it always helps for on road as well if you do that.
As for the winch question, my bumpers are secured to the frames very well. If I were to secure my sammy to a tree by the back bumper and secure the winch to someone severely stuck, there is no way that my bumpers or winch would come off the vehicle. About the only thing that might happen would be an overworked winch....elevation would be a possible issue, since my winch sits about 18-20 inches lower than the anchor point on my f-250 4x4 truck, so I would actually be pulling a bit down on the truck as well, unless it were buried that deep into the mud, in which case I might be in a bit of trouble there....
If a 9000 lb winch on the front of a truck can pull it out when the cable is around a tree or something, why wouldnt it be able to work if it were secured to the same tree with the cable back to the same truck? If there is a sammy secured to that tree as part of it, that wouldn't change the dynamics I wouldn't think,...but then again, I havent tried it yet,...perhaps I need to find some deep mud to try it out....