I think a military ball cap would make the same style lighting very difficult. The cap bill would shade most of the face. In order to get a decent amount of detail, I could use a low power on-camera fill (I don't have a ring flash, so it would likely be a large softbox behind the camera), but it still wouldn't be the same. However, the soldier would need some sort of headgear if he were bald, because the light would be way too overexposed on his head.
I wasn't necessarily wanting the subject to completely blend into the background. What I really wanted was some type of common looking background where the soldier might use the camo effectively. It's not quite the same if you're blending into the same material that your clothes are made out of--it's just cheating (says the guy who faked a background in the image...the irony is not lost on me). :-)
By the way, the background texture in this image is plain ol' asphalt. If only buildings were clad in asphalt, this image would make perfect sense!





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