PondLife,
I think we'll definitely add the logging, thanks. When DCS.exe has been crashing it has not been coming back up.
1) It's looking like AutoHotKey has been opening several instances of itself up when we look in there.
2) This server is headless and has no normal monitor. Wondering if the script only works when we're connected to the server. DCS launched fine as soon as we connected and saw the desktop.
We'll see what we get when we enable logging.