It only takes one...
I wouldn't recommend hooking your Lawn Boy, or your S10 to anything. The tractors I use for such things around here weigh atleast twice what your Dodge pickup did. Knock on wood, I've never barber chaired one, but we had a big storm come through here last spring that broke a lot of Red Oaks off 12'-20' up. We've had some kind of bore that's only getting the Red, and Pin Oaks, so they were already weak. The ones that broke off clean, I didn't have any problems falling. The ones with the tops hanging off them got pulled down first. I'm much more comfortable with my equipment, and rigging skills than I am with putting myself under a hazard tree with all kinds of funky pressure on it.