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Honestly the fact that the other Assembly members are helping Ludinus is a surprise. But it also is kinda expected. He thrives in the viper’s nest, he always has. Even the Vanguard has tenuous relations and I doubt he has any misgivings about how that is. He’s been the head of the Cerberus Assembly for centuries, he knows backstabbing and undermining like the back of his hand. And Ludinus probably loves that shit.
Because truly he can’t handle genuine relationships. Sincere care or compliments. It’s why Jester throws him off so much. Because her smiles are real. Because her compliments are genuine and not backhanded.
The fake smiles and promises, the underhanded slights and backstabs is the world Ludinus moves like water through. He plays the political game so very well. Delilah, the charismatic witch, herself said it. Everyone knows Ludinus is a snake but they all fall for his traps anyway. But people like Jester throw him off because it breaks his world view. It breaks the idea that the world is dog eat dog all the time and you have to play this game to get yours. He rejects these genuine connections, romantic and platonic because “it’s beneath him”, but truly also because he can’t fathom the idea of those things meaning something real, having worth in a world in which those are all tools to manipulate and gain something from you, distractions from a larger goal.
The conversation he had with Essek is reframed in this light. It is not just that he thinks Essek gaining friendship is a distraction, makes him weak. It’s that he cannot see how a wizard similar to him can believe in such things. “Maybe you should try friends” was a sick burn but also there is this notion that Ludinus doesn’t get that. He doesn’t believe that is possible. True friendship isn’t something good or meaningful, it’s supposed to be a tool. In his mind Essek should have used the M9 to get further ahead.
Oh yes I do believe he does care for Liliana in some way. But it is also in the way that he needs her for his plans. Everything he does is framed around his goals, his needs. Because he cannot see relationships as anything but transactional. Subconsciously perhaps he desires deeper connections, but he will consciously bar himself from committing to such a thing because he has no faith in such a thing.
So yeah he is going to surround himself with people that hate him, people that he knows will backstab him at some point. Because he gets that. That’s familiar to him. He can deal with hatred and jealousy, but he can’t deal with genuineness.