I think it's OK as regards swinging the boat round in the road - you "just" need to find the right starting position so that the port (turning in the direction as in the diagram) rear tube just kisses the gate post as you swing it round, as the starboard tube comes into contact with the opposite gate post
What I have implicitly assumed though is that at that point, the right hand (looking forward along the trailer) trailer wheel is at or inside the gatepost, so you can keep turning the boat around that. May need some further thought for the scenario where that's not the case.
Wonder what the wife's watching tonight...?
__________________
|