Ricky,
Well, I think you may have done a better job of fact gathering and contacting than most would.
As to only getting one shot , you've probably got a point If you don't make a pest of yourself and bug them enough to where they "do" remember your name, they will probably forget it.
My compliments on your 3 song demo to WB. "Just not country enough" doesn't even mean it wasn't "good" enough. You must be close
And , no, I wouldn't be one to tell people whether they're ready or not, but they should have an opinion from "someone" as to if they're anywhere close. I know in my first years of wtiting I thought I was close and I wasn't even in the "vicinity" I wasted quite a bit of money demoing stuff that wasn't worth it at all.
(Wonder if we've helped Linda any <G> )
Wy