Holy shit! I thought I had a hair raising story, but you win.
I hauled a 90k lbs set of shakers from an oil rig down a long ass icy lease road. Had two sets of chains on each rear axle, and one set on the steer, and each trailer axle. This was in the mountains of Colorado, and it was at least 500' drop off on the driver's side. Leaving location was steep, and a right handed curve, so if I lost it, no way I could jump out the passenger side. On the lease roads in Colorado, they don't make you wear seatbelts, in case you have to bail out.