I don’t disconnect or move anything that I don’t absolutely have to. If I do disconnect it and or move it, I keep it as close to where it goes as possible. The boom must be disconnected from the mast, but it is stowed on deck, ratchet strapped to the stanchions. The roller main probably gives me a time advantage because I put the boom and mainsail on simultaneously, and just start the bolt rope in the slot and connect the halyard. The main sheet stays connected to the boom, but is unsnapped from the traveler. I have a quick pin in the spreaders and just unpin them and lay them flat on the life lines. This is one spot I can improve on. Anyway, I move the mast back into position, then pin the spreaders. Mast Raising System stays in place when I take the mast down, so it’s ready to go when I put it back up. Ditto furling Genoa. Dock lines are Velcro secured to stanchions at all four corners. Sheets, halyards, etc are Velcro secured to mast, boom etc as applicable. Pins instead of bolts and nuts at mast base, MRS, boom, spreaders, and bow pulpit. I typically leave the MRS on deck on a beach towel when going for a short time (4 hours or less).
I have to be deliberate in checking to make sure everything is secure before towing (I have a 7 mile long stretch at 60 mph).
I almost never rig alone. With an experienced helper, 20-30 minutes from parking to splashing is attainable. I’ve never beaten about 45 minutes on the pull out and tow prep, though. Pulling off the Velcro straps is a lot easier than putting them on and securing everything.
Absolutely agree with kingtoros. Rigging on the trailer is the way to go. In addition to stability, it’s much easier to retrieve the things you drop when the boat is still on the trailer.
