Hi ScubaDrew,
You could make the job trigger to files like: *People.txt
Than you could add two conditions: Both reading the triggered filename of the trigger event. The 1st will match this output to People.txt, the other to VIPPeople.txt.
You should setup the actions so that the task getting this condition my only run on match all/any, otherwise it should go to the next task.
Now you can make two tasks, one for the People.txt and one for the VIPPeople.txt and adding the right condition to both and you're done.
An other way is to make two jobs, so you do not haveto make conditions.
Regards
Erik
Uses Visualcron since 2006.