The .obj file looks OK when I preview it on my Mac, and the .mtl file looks reasonable. Only thing that jumps out is that almost all of the textures are .jpg and I think OOTP prefers .pngs? I'm not sure if that would cause that behavior but it might?
I'll have a look and see if I can troubleshoot for real when I get home from work. I decided a while ago that it'd be bad news for me to put OOTP on my work laptop.