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It says there is an update available when I open the program, will updating it require me to redownload all the models/ set up all the triggers again like after the first big overhaul? (great update btw!)

Depends on if the last version you used was the version with the green overlay. Thwt version is very old and a lot has changed, which forced me to reset all the settings. But after v1.0.0 (version with pink overlay) everything stays saved after updating!