Re: Small boat single handed hoisting
I also sail in the mountains of Colorado.
My boat is set up with slugs and a mast gate. I'll motor into the wind at an idle. There is a cleat on each stern corner of the boat so I'll run a rope from one cleat, a couple wraps around the tiller, then to the other cleat. This lets me make adjustments to the tiller, the wraps slide.
Then I'll go to the front of the cockpit and raise the main with the main sheet loose. Pull in the main, turn away from the wind, and shut off the motor.