heck, get rid of the red cable, put a track of some kind on the ground, and a roller on the bottom of the boom. a piece of pipe supported ~ 8 inches off the ground, running from your central concrete pad, out past one of the guy wire pads, ending at its own pad, and some of those sliding gate rollers on either side of it, bolted to the boom.
as you approach the end, you would have to have a way to release those rollers, maybe just going off the end? or,if you were inspired, you could make the final end of the pipe curve up...
it would be hard to get started moving away from vertical, and once it gets very horizontal, the friction in the sliding member will make it hard to slide, so you replace the 1-way green cable with a big loop, use a chain hoist mounted on it's side at the far end of the track, and a free chain pulley at the inner end. the end links on the chain are bolted to the lower end of the boom.
turn hoist, tower goes up and down. one man. no sweat.
allan