A little more creative????? City drivers don't have a clue.
You ever run across mapquest telling you to drive down a hiking trail?? I had two rural roads leading off the same highway.. Both ended up about 15-20 miles off the highway and only about 1/4 mile apart separated by a ridgeline. I got out of my van and looked across and though about walking but was worried about getting shot or chased by a bear.
Mapqwest had them as connected, but in reality they were at least a 45 minute drive apart. Trying to get a sub driver on a route like that meant that I had to look over every delivery before sending anyone out, day or night. If I wanted a day off, or vacation, I had to go over, by phone, the entire route with the driver.
Besides sending drivers down foot trails, it would also completely ignore forest service roads that could cut off 40 miles of driving. Maybe a self driving car could handle it, but probably not. I used logging roads that started out of private driveways and drove as much as 35 miles on a solid dirt road that was basically two ruts going through the forest. Another example of driving 30 minutes to save 45 minutes.