Your project reminds me of one of mine. I have a 40' ladder that I needed to use to get to the top of my barn a few years ago. It's just too big and heavy for one person to locate and extend. I have a 40 HP trencher with wide flotation tires. It weighs 6K with a back hoe. So I rolled the bucket down and chained the ladder to the bucket, then just extended and rolled as needed to get the ladder set in place. After use I anchored it with a couple of ropes and it's been there since. It's a good place to store a ladder!