In answer to your first question, there was no error. I was able to download the file (not a good thing).
having a hard time with blocking executable files
To be clear you're not. You're blocking extensions.
I KNOW it is extensions (of executable files when I am done) that I am blocking. I am looking toward the goal not the semantics or minutia. That's not to say I don't appreciate the help. As I said I am new to Squid and will pick up on the 'jargon' the longer I use it I am sure.
In short, thanks again for the help. I actually do have the '$' at the end and it still downloads.