Is there a way to detect if an error box pops up from another application and then hit enter?

We have a service account that runs on a server that facilitates the importing of orders from our web store in to our internal accounting system. The problem is that if all licenses are used up, and the application tries to do the import it will fail if there is not a free license. This causes a single error box to pop up. All that has to be done is hit enter on this box, and the next time the schedule is set to run it will just continue as normal.

Is there a way AutoIT can detect this box and then simply hit enter on it so the application can resume? There are times that it takes a whole day before it is realized that this issue has occurred, it would be great if it could just continue on.

Thanks!