Do you have to completely remove your main sail from the track in order to slide that system up inside the same track?Last year when I was rigging my C&C 34 for a big trip (by my standards, 600NM) I went up the bosun chair, with my electirican cranking me up, but he had a back issue, and I had a schedule issue. So I went up instead of him, to do some basic electrical This was far from a perfect plan, as winching is not a back friendly activity. It went ok, but I promised myself never again, would I be so dependent on another person for being able to get up the mast.
Fast forward 2022, sold the C&C, bought an Ericson 38-200. I settled on this mast ladder:
I have yet to try it, but happy with the construction and price point. Obviously a security line will always be part of the equation.Mast Ladder 50 Foot - Sailboat Mast Ladder and Rescue Ladder
Sooner or later, you have to go up the mast. Recovery Marine's Mast Ladder is an easy-climbing 50-foot alternating-step, flexible ladder made of two-inch (2-inch) wide nylon webbing with a sewn tensile strength of 3,000 pounds. And yet, it still easily packs into a compact bag. You will need to...recoverymarine.com
You will still want, at minimum, a safety lanyard around the mast and tied off on each side to your climbing harness.
In addition, I would recommend tying alpine butterfly loops in a spare halyard (bitter end tied securely at deck level) as you go up and clip those loops into a carabiner on your harness in case you were to lose your footing on the math steps. Then you unhook those loops and untie them from the halyard as you climb down. That line Will give you added safety and security, if you want to reach out and inspect the outer ends of the spreaders.
I would suggest doing a couple of low- level practice climbs (to first spreader, then to second spreader) to gain confidence and comfort going up, and down, before planning a work project up the mast.
Good luck. Take your time and be safe.