amdskip, I've had some bad experiences with the ISR platform (the 1841 is a member of these). Others have had good experiences, YMMV.
As with all things Cisco, you *need* their service contract, called SmartNet, in order to download software updates. With their current software, you will be doing this. (for example, for security fixes). So make sure that they're getting this, and lobby hard if they don't have it. The same package includes a hardware extended warranty, which you probably don't need but it's still nice to have.
Cisco has a web-based UI that's enabled out of the box. It's not great, but it should get you started. Cisco has a ton of documentation on their web site. You still should probably pick up an intro to Cisco book from your local bookstore, as it will be more approachable.