Can you be an enlightened asshole?
No.
In the context of teaching, an enlightened master can tell you quite a lot of unpleasant things, things you don’t want to hear. It doesn’t make him an asshole, it just makes him honest. Honesty can be refreshing if you’re ready for honesty. If you’re not ready for honesty, you will be agonizing over what’s wrong with him, “diagnosing” him in your mind, etc. Honesty is the biggest taboo in our society, and it usually continues to be a taboo in the spiritual circles, although a significantly relaxed one.
If they actually do something to you, physically, against your consent (for example, hit you with a stick), or exploit you in some way, they aren’t enlightened yet, and you should run away. This one is easy. The only weapons of a truly enlightened master are language and presence, so they will never make you engage with them against your will or try to get you to stay with them if you wish to leave. Their highest value is your freedom.
The true enlightened assholes are those who claim to “act selflessly for the benefit of all beings” and want to see you do the same. Those are the ones you should be weary of, those are the real wolves in sheep’s clothing, because they look very appealing to your ego. They are also teaching you self-love, like everyone else does, like the whole world does, but they do it unbeknownst to themselves, in a peculiar, perverted way. The sooner you get to the point where your own authentic self-love is strong enough to break the bond with such a teacher and tell him to bugger off, the better it is for you. It’s not like they don’t wish you well, they do, they are trying their best, but their own self-love hasn’t fully flowered yet, so all they can do is teach you by counter-example, just like an abusive father often times teaches his son to treat his own son better. Outgrowing and leaving such a master is truly wonderful when it happens, for both sides, because it gives them a lesson they themselves need, but rarely ready for, otherwise they wouldn’t get into teaching well before their time.
Authentic self-love doesn’t come from acting selflessly. If you consider your acts selfless, you are deeply selfish and narcissistic. When you are truly selfless, you are also completely selfish in everything you do, you are doing it all for yourself, including teaching or any acts of kindness, so it doesn’t occur to you to describe your behavior as “selfless” or set any standards of “selfless” or “humble” behavior, for yourself or your students.