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One of my key pieces of software has some custom print software on it I am needing to monitor this of printing issues.  I have already found their service and am monitoring that but the issue is that this weekend that service got hung up it was still running so I go no alert.   What would like to do is monitor the folder in the software where incoming print jobs are held until they are processed and alert if the number of files in there goes over a number that would alert us there may be an issue going on.   Any thoughts on how I can do this?

JohnnyK answered