All in all there isn't much reason that I'd want to change the setup, it currently functions exactly as I want. However, it is running Windows XP which is no longer support by Microsoft. I don't like the idea of having an unsecurable machine running on the network so I've started planning on switching it to run Lubuntu Linux.
Obviously this would require that I recreate all the AutoIT scripts which currently trigger all of the above things. I'm very confident that I could easily do this via Python based scripts. I've also started looking for one to one replacements for the handful of other features I make use of:
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