Lol! I wouldn't describe it as less technical. It's getting more like a trail now as opposed to bushwhacking.
I can’t seem to route it up and down in nice interesting curves without a hike-a-bike in the steep hill and thick trees.
If in doubt: more berms :) bigger berms :). Rent a backhoe.
I’m going to have to build a berm by laying down fallen logs against the trees on a side-hill rooty section, then move dirt on it.