I have a story!
My father was 45 years my senior. So by the time I was 13 or so he was asking me to do jobs a little more physically demanding than he now chose to do. One was the annual "Windmill gearbox oil changes", (my dad had 0 tolerance for wimps)! The rope tied to my belt wasn't for safety, it was to pull up the tools and supplies I needed after I was at the top. We used 30 weight gear oil. I would look into a synthetic mid weight gear oil, ask your auto parts guy.
When up on the tower stay behind the wheel, and move with it don't try to fight it, (try not to do this on a windy day). Don't ever look up, or look down! Oh, and don't get so comfortable with the job you forget where you are!

And if you don't have enough "nerve" standing around, hire a bucket truck.
It was Baxter Black that said, "I can't remember the old codger's name, but he was good with a horse, could handle a rope, and was a hell of a windmill man".
Next time I'll tell you about breakin' colts!