My 5'2" wife stands in the helm seat head out the hatch, I put a line (actually a web tie down) as high as I could on the mast, she removes the wing nuts and pulls the mast up with little problem, I secure the guy cable and then work my way around to put up the antenna while she tightens the wing nuts, it takes just a few minutes and is little effort. Inspect the guy cable for fraying as these will piss you off and make you bleed...I put a red ribbon (engineer tape) on the bow pennant to remind us the mast is up, we also have a written check list we brief for (wind, current, mast, docking side, fenders and which cleat I intend to capture from the helm window) every docking, even if I'm alone I call the brief aloud.
One caution: The mast when lowered can and will hit vertical poles on the PORT side as it is outside the gunwale by several inches, a strike can damage the fiberglass where the mast mounts and obviously the mast and mast light.