By the looks of the database I wouldn't mess with anything other than digital scanner for your area. Lots of government and a new p25 (digital) system appears to be in the works.
Uniden 996xt and 396xt are top Uniden digital scanners. One is a base and one is a portable.
I will let someone else chime in on GRE and Radio Shack scanners. I mostly use Uniden.
Cost for a new digital scanner no matter the brand will cost no less than about $300. and thats on sale.
So be prepared to drop a little cash.
Also, if you do not go with Uniden then be sure to purchase a programming cable and software. As far as I know you have to buy them separately with the other two brands. So include that in the cost when deciding. Just FYI
I am sure that is a good area to have a scanner. I bet he would like it.