Okay, if it's primarily a database front-end it would be very easy to use any number of web programming languages to duplicate the functionality of your app.

One of these reports is used to update information on a different system that currently is not on the web. If my application gets moved to the web, one of its new tasks will be to update this other system directly instead of using a paper trail to do it.

Something you may want to look into is some kind of messaging queue. We use JMS (Java Message Service) to ship data back and fourth between apps and it is invaluable. This ensures that you have a layer of abstraction from your apps, and could replace the apps easily (or integrate them easily) in the future. The data is in XML, so any application regardless of what it is written in can access it.