I cleared the same terrain about the way you are thinking of. A Troy-Bilt Horse tiller with a rope is what I used to pull out the brush. Downhill loaded, uphill empty.
Brush 1.5 inches and up became firewood. I got tired of chipping the smaller stuff and made brush piles instead. Lots more birds around now.
Bruce
Unfortunately, most of the land I want to work on is downhill of my house and shop, where I want to move some of the wood to. I have a house and shop that is on the upper portion of the land, which has a part time creek bed in it dividing much of the land from the section the house/shop are on. The creek bed has pretty good slopes on either side of it with mature conifers and one side has a lot of brush, the other side is much clearer.
So I would really like to be able to somehow move wood uphill through a forest on a relatively narrow trail (too narrow for a 4 wheel tractor, maybe too narrow for an ATV).
I don't need to do much work on the far side, but I do want to keep the trails clear (I suppose I can keep the steepest trail clear with the hand power tools).
The portion nearest the house and above it are not as steep but just a lot of brush. I could rent something to clear it, but then I would want to maintain that clearing. I also will need to do tilling in the terraced garden area I want to create and mow whatever trails I can a couple of times a year. So for those tasks I can see the purchase of a 2 wheel tractor could be justified, but it would be nice to be able to use it on the steeper sections of the land too.
In the winter when the windstorms come through some small and even large trees fall across the trails so I need to take care of those from time to time. Probably won't try to get a tractor of any sort in there in the winter as the ground would be too sloppy to get back out and I don't want to leave a tractor out in the woods for a long time or struggle with getting it out. It would be fun enough to get in and out in the summer.
I've used a Troy tiller in the past, but for my purposes I think I need something more versatile. I like the idea of using a PTO with the implements. Also, a lot of this ground has never been worked - not sure how hard it will be.
At the very least I am thinking I will need something to deal with brush, and something to deal with tilling up sod and terracing. Also it would be nice to have a log splitter and maybe a blade to spread gravel around on my driveway and maybe use it to help with the terracing.