In addition to creating an interface and defining a single entry point for your new library, you could create an attribute which identifies the classes that you need to load or the methods that you need to call. You then use reflection to look at all the DLLs in a certain path, and instantiate / run whatever contains your attribute.
I've built a similar application that had to perform a number of health checks on a system, and needed to be extensible. The application started, looked through all the DLLs in a specified path and for each class with the 'TestAttribute' decoration it would create an instance and run the 'Execute' method.
The use of an attribute means that you don't need to specify which DLLs to process (doesn't need to be in config / database) because it's safe to process every DLL, and only those decorated with the attribute will do anything.