Hey,
a few things before I try my hand at this. 
1st: Why don't you try your hand at this map yourself, either hand drawn with cleaner lines or digitally on a free program like Gimp.  You might be surprised how much better artistic ability changes with a new medium. Try searching for  
large blank maps of US, CAN, MEX and CUB, lots of go
2nd: If you really want me to delve into this, I will require a cleaner map than what is provided. I can see the basic shape of America but everything else is confusing geographically. I don't know how accurate you want this. Is America still divided into its original 50 states or are extra states or regions been added to accommodate EBL cities? Send multiple pictures if required for higher quality recreation.
I'm not trying to be a stickler or hassle you for the sake of it, I just need a little more direction. Message me if you have anymore ideas.  I'll be around.  
