How would this work in practice? You pull up to the location, pan a digital camera around the area, the system makes a recommendation and you strip down and change into the selected camouflage?

I think something like this could be done, but I would think that most people would be able to make this judgment upon seeing the physical environment.

Some technical challenges which come to mind:

Any location will likely have varying lighting conditions (in bright sunlight out in the open, in semi-shaded areas, in large shadows from trees and large rocks, backlighting, ...), varying vegetaion (sage, nothing, large deciduous trees, pines, ...). The person may be laying down in the bushes, walking down an open path, ...