So I'm thinking about revamping my approach to this project.
Make the trailer to be only the bottom section of the extension and build a enclosed shell fer the top that would be attached to the truck. This would allow the trailer to articulate within the top without changing the angle of the top. Of course this would limit the places I could go because of the approach/departure angle of the driveways. I don't really worry about that with the current configuration at all since the whole trailer setup has a very good range of clearance.
What linitations do you experience with the boat tails that you with boat tails have now?