I worked out a system a long time ago to raise my mast forward on my trailer for my Taipan. Basically consisted of drilling 1/4" holes in ends of front beam for caribiners clipped to trap lines to prevent sidesway, telescoping front mast stand, plate on front trailer beam support to clip mainsheet blocks to, plate on rear mast stand for 1:2 blocks that clip to mainsheet then line runs through turning block at rear mast stand and to caribiners that clip to shrouds. Trick is to have mast stand far enough in front of front beam that you can slide the mast up mast stand (I have a roller for that) far enough to fit mast base pin before the spreader hits the mast stand. Then simply lift mast with one arm while "sheeting in" on mainsheet (mainsheet does most of the "work" and you can stop and cleat at any time if necessary). Once get mast up simply unclip caribiner from side shroud and connect first one side then other- I put my trap harness on so I can tension with trap line when hooking up last shroud. Dropping is reverse of above. I have tried to include a photo of my boat with mast ready to raise.

Kirt