In my opinion, no.
You're going to pay about $70 for them to program one county (more for additional counties), and all that will be programmed is what the database shows for that county. Plus, that programming is a one-shot deal. It's only as accurate as what was in the database the day they loaded the scanner. On any given day, click on the database link. See how many states show some sort of change has been made. At some point, depending on your area, & what interests you, something in your area will need to be updated. You should learn to do that yourself; paying somebody else each time would be pointless, not to mention expensive.
You're already a premium subscriber. So, you can download any and all systems you want into software. Yes, it's a learning curve, but there are a number of people here that can help walk you through, and once you get the hang of it, you're off & running. For the cost of paying a dealer (ScannerMaster or any other) to program your new radio, instead purchase the software to program it yourself. If you're getting one of the Radio Shack shack scanners (Pro-106 or Pro-197), you'll also need the pc cable, about $34 (but they have been selling those 50% off if purchased with the scanner in the past; see if this is still true). The GRE versions PSR-500 & PSR-600 (same radio; GRE makes the 106 & 197 for Radio Shack, only differences are included accessories & cosmetic) come with the cable. Software runs $35 (for PSREdit500 or Win500) or $39.95 for ARC500 Basic. All three programs have a 30 day free trial period. More in the
Wiki.
If you're leaning toward one of the Uniden scanners, it's even simpler. The scanner will come with the pc cable, and there is one excellent software package available that is freeware. FreeScan can be found
here, and also does imports from the Radio Reference database. Also available are
ProScan and
ARC-XT.
You might also be able to connect with someone in your area through your state forum, and get a programming file for whatever scanner you end up purchasing. That will not only give you a jump-start, but also a template to compare how a system should look after you import it into software.