I've always thought the worst thing morality-wise Orion does in canon (not including alternate bad decisions) is his decision to do something about Kai in Yoga's class, since he basically felt entitled to snoop into Nancy's personal life and all that, and yes, I'm aware Kei was revealed to be an opportunist fucker later on (like, after Orion made a deal with Raul and Noah) but he wasn't there to see it.
But replaying rn and I noticed how awfully tryhard this guy really was to get close to Nancy, like, really. I would get some red flags too prob