Pretty sweet man. Great basic sig. There is definitely a skill to knowing when you stop and call it good.
Love that bleeding Cowboys font too. I use it every now and then for some gungy swirls too.
EDIT: When you are doing a font and you have multiple instances of the same character (in your case, the three III's, sometimes you can try using a different character for one of them or all three of them (for example, maybe a 1, a lower case i, a | in some fonts, etc.). Sometimes it will break up the monotony and look pretty cool. I didn't try this with this font in particular, but just a thought. You can sometimes just erase certain portion of it to accomplish the same effect too.