I worked once in a while for an outfit that would clearcut woods and they hired a skidder. My dad and I were the dropper/toppers and this guy would skid the logs. He could skid all that my dad and I could cut and we could barely keep ahead of him. He got paid by the log and I think he got $3/each back in the early 1980s.
His skill and experience made all the difference and as I said two cutters could barely stay ahead of him cutting firewood logs. Basically drop them and top at the first break in good wood and move on. There were days that guy could skid 200+ logs, and the conditions were not always good. We did some nasty swampy areas in the dead of winter on 4' of snow pack in the Snow Belt region of central NY.
Sad ending to the story though was that this operator never wore a hard hat. He got off the skidder one day and a ~4" diameter tree fell on the back of his head as he was bent over a log and it killed him.
Unless you are doing it professionally, hire a skidder and let their experience make you money. The learning curve for operating a skidder is steeper than even I ever thought. First time I got into the seat of one I had it buried inside of an hour. I also made a mess of the ground everywhere I went until I got the hang of it. Turning a skidder under load can really rip up a place, yet, start the skid straight and the ground stays in better shape. My step mom's brother was a ferking skidding wood fairy. His old JD440 could go through a woods and you would be hard pressed to find where he drove. He barely turned over the leaves in his work. An operator like that is worth their weight in gold in terms of preventing damage and keeping the remaining trees from getting skuffed and ruined.