During the entire movie, Timber KNEW that his sister was the one behind all the magical happenings at camp, and instead of actually doing something to stop her (it’s clear that talking to her wasn’t getting anywhere), he pretty much does nothing about it, except come up with the Gaia Everfree story to cover up for her. I have NO idea what the point of that is. It’s not like it was gonna make things any better. Intentionally or not, that’s pretty much him enabling Gloriosa to keep using magic. It’s also kinda tone deaf how the CHS students could be in serious danger yet he passes off that danger as a literal campfire story.
 
So yeah, he pretty much knew Gloriosa was doing something crazy dangerous, using power she obviously didn’t understand, and pretty much did nothing to help. Worst of all, for some reason, he thinks hooking up with a girl he barely knows is a better use of his time in what should be a very urgent situation.
 
Even putting age aside, somehow the movie doesn’t think it’s creepy that a counselor has the hots for one of his guests/clients.