John, the hull shape really dictates the trailer style. You want to fully support the hull, and especially the weight of the OB. Mike's hull is a rocketship planing hull, all glass. Not sure of the OB size, but I would guess maybe a 40hp? He needs support at least 2/3rds of the hull, and all the way to the transom for sure. A wooden boat, that is glassed over, is really only as strong as the wooden boat. The glass does tighten it up, but mostly creates the waterproof shell. The glass binding everything together. However 8oz of cloth are not going to significantly add much support to the hull that would change the trailer I would use. My displacement hull is on rollers, with the last roller within an inch of the stern, supporting the 15hp. I use a transom saver in addition to prevent a moment arm of the motor on the motorboard. Now keep in mind, I am an engineer and overbuild to a fault. But I also trailer my boat to Vermont and to NJ from Virginia, and would not hesitate to go further if invited!