Unfortunately until I figure the issue out, I'm left restarting the servers every once in a while or catching the issue live since I keep the server analytics open in a tab. 
Tomorrow I will make some bigger changes in an effort to narrow down the issue.
Edit: I'm beginning to think that these issues are caused by updates in the Guild's underlying dependencies.

Tomorrow I will make some bigger changes in an effort to narrow down the issue.
Edit: I'm beginning to think that these issues are caused by updates in the Guild's underlying dependencies.