Having seen this same scenario with driveways in different Arboreal forest areas, I'd suggest to do some work to your driveway. For most folks, it can be done at a reasonable cost. If you have connections to someone in that area with machines and/or trucks, it won't be that exorbitant, may be deductible from taxes, and will be a long time improvement. Anything else you do with that driveway will only be a band aid. If you have water issues at the end of the drive, you may have to use a culvert under the improved driveway. In my area +$200.
Compliments on the pictures posted, it sure helps to visualize the issues.
