Hey Micah Babinski - Owen Evans - Serene Ong, If you haven't heard of Snapshots by CartoLab , it should do exactly what you're looking for. You can see a demo of how it works from a presentation at the recent Esri GeoDev meetup in Portland - https://www.youtube.com/watch?v=SLkx41mbJ1Y&feature=youtu.be Hopefully this helps!
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