I have a 2" square tubing that fits into a welded socket into the trailer.The square tubing is pinned into the socket like a receiver trailer hitch.The tubing then comes up to have a saddle the mast sits in at the back of the boat.You have to pull the pin and slide out the tubing in order for the boat to leave the trailer.
I really like how that solution gets the weight of the mast off of the boat, but I'm not sure how I'd go about building that. I don't have access to any metal shop or welding equipment.
However, jmecky's solution, from what I can see of it, seems to be almost a prefabricated mast stand that rests on the rear cross bar and slides into the traveller track. If that's the case, that could cut almost 20 minutes off of my rig time and would be no worse than my current arrangement.
I'm also suprised to see the rollers. I have pretty much the same setup, unfortunately, and I'm terrified of what it's doing to the boat every time I trailer, and get on the tramp to step the mast. Replacing those is on my short list.
One last thing, I've read that strapping down the boat is a big mistake. How are others securing their boats to keep them from sliding or bouncing?
(I know these questions are about trailering and not rigging, but I figure that the two kinda go together. I'm trying to work out the best way to secure the boat, but make it quicker to go from trailering to sailing.)