Edit: Kinja hates me, and won't let me upload the pic.
A 20' long LVL (laminated veneer lumber aka big ass wood beam) on my 4x8 Harbor Freight El Cheapo Especial trailer. Front of the truck, to back of the beam was roughly 40', with roughly 9' hanging off the back of the trailer. None of which was visible from my rear view mirror. Not the smartest thing I've ever done ... But certainly not the dumbest either. Don't worry, the load was flagged before I hit the road.
Tomorrow, me and my garage door header are gonna par-tay.