I still like the first one also best....
I've had to come up with album covers for both of our small market releases. I've got a couple of suggestions that might help the first one:
1) Is it too late to go back and make it a sunny day so the darker letters show up better? (edit): Yes the dark skies get the "outlaw" message across better, but the wood letters are also very effective.
2) If it is, is there some way you could adjust the picture so that the darker clouds appear to be down a level and there's just enough light/ perhaps an off white or light grey in which to place the darker wood lettering?
It seriously looks great, but the wood lettering with that pic ought to get them a lot of looks, if nothing else. Like the group's name also. Good luck to them!