I hurt my shoulder in '08, it will never be as strong as before. Previously I raised the mast, solo, with the boat on the trailer, no problem. Since then I've started taking the boat off the trailer, turning it around and using the the mast crutch to make it easier to step under the mast.
The A cat guys step their masts with no problem, using the bridles as temporary stays.
Was just wondering if anyone had tried it.