Howdy Trey!
I might not be named Ryan but I would love to help you. We do not actually have a Ryan on this team, there are two in other parts of Tribe but neither of them are super familiar with newer versions of The Events Calendar. Are you sure it’s Ryan you’re looking for?
Regarding syncing two sites using the iCal importer, a surprising amount of people have been doing that. We actually have a plugin to make it faster and easier to export the events another site would be interested: tribe-snippet-ical-export-2016-07-07
That said it’s not a perfect syncing solution. iCal does not indicate if an event has been deleted, so if you delete an event on your main site any site that imports form it will still have that event. You will have to delete on the others. That’s the main drawback.
Does that all make sense? Will that work for you? Please let me know.
Cheers!
– Brook