E scouting is definitely a learned skill. I did, and still do, a lot of it for the areas that we hunt out of state. The first year I did it I picked a handful of spots that I felt had what we needed and were huntable. I learned immediately that satellite images, and real life are two very different things. I also learned that 2000' on Google Earth, and 2000' on boots, are two very different things. One area out of all the spots I picked turned out to be productive, but I didn't find that out until a couple years later when I ventured back in there with a couple years under my hat and a lot learned.
I have had some successes now with e-scouting, but they have all stemmed from having time on the ground and learning some of the intricacies of the area. Nothing is more productive than boots on the ground.