jrg,
If you are raising the mast on an H-16 you don't need a winch or any other device. I am 71 years old and raise my mast solo with no trouble at all. I tie a line to the jib halyard (just to extend it a few feet) and tie it to the bridle. I put a simple tripod at the rear to hold the mast off the traveler track. I then just raise the mast, lean into it as I reach down and undo the jib halyard, pull the halyard tight to hold the mast up, and re-cleat it. Then I get down and fasten the forestay.
Howard