I ended up discovering what I believe to be the root issue and am unsure if current updates resolved previous issues. After experimenting a bit and reading, it appears this plugin is being limited by Discords 2000 character webhook limit. This wasn't an issue in 1.0.9 because each plugin sent it's own message, whereas in newer versions it's attempting to send one message. I was able to confirm this by modifying the plugin to remove a majority of the text that goes into the discord messages.