Neighbor behind me has one of the tilt trailers like your boss. Went with him once to pick up his sons truck, sure did beat the hell out of fussing with the ramps. I did buy a winch for my trailer I have now, just need to get off my lazy *** and weld a mount for it & run the cables for it. Using a come-a-long just sucks. Need to build new ramps for it to, when I loaded the skid steer to dig some holes they get bent up.
