Re: IV Straight line distance - tail wheel to mains
With the wings folded back there's approximately 200# on the tailwheel. I think your diagram would probably bend the longerons during travel. In addition you may not have enough tongue weight to keep the trailer straight when rolling down the road. Insufficient tongue weight will cause the trailer to whip back and forth in an oscillating fashion. The attached photo is a model 1 on a 16' landscape trailer that went from NY to Arkansas (1100 mi) successfully. Notice the tail is supported at the tailwheel spring brackets.
Possible solution is remove the wings/lift struts and perhaps transport them on a roof rack.
Better solution is locate a trailer better suited for the task.