Got back from 4 months away, the cleared spots came back but not too bad. Once over with the brush hog. Ended up buying a International TD8E with a brush rake and winch, some areas are just too big for the tractor to push through.
Installed a new culvert that has a better flow and proper angle so no standing water, for this i rented a Bobcat 335. Working on the driveway now, widened it out with the dozer.
Should have the driveway done this weekend, for the most part it's 13ft wide, looks like it will take 700yds to reach the house. I'm going to use a handheld rangefinder to get the distance.