On pickups, the cab-to-trailer gap is generally too large for a wind deflector to realize any benefit. It may even make aero worse, since the air coming off the wing will likely crash into the front of the trailer, rather that going over it. But then you now have another low-pressure zone behind the wing adding drag.
Minimizing the cab-trailer gap, and cleaning up the air coming off the back of the trailer are probably the two easiest things to do. After that, you have to look at minimizing the air going under the front of the truck (which is why the Freightliner New Cascadia is only a few inches off the pavement), then keep it from getting sucked under the sides.