[BigRed56]

Ahoy Hobie 16 sailor, I had a similar problem the first time I tryed to raise the mast on my 16'' Glen Marine design cat. My solution was to have the stern beached on the ramp with the mast laid foward at its step,with the stays attatched and slack. I then clipped on the trailor winch to the topping lift or in your case a halyard and cranked it up. Once up, the tension from the fore stay and the trailor held it while I adjusted the rigging to where I wanted it.