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Regarding the initial confrontation between Essek and Astrid, the tone of the situation, and what exactly Astrid's stance is right now, I have a couple of thoughts:
Astrid has presumably not joined Ludinus because she is currently hiding in a smut shop. She also presumably hasn't joined the Exandrian Accord because, again, she is currently hiding in a smut shop & the Accord is sending missions after her. Maybe she disagrees with Ludinus but feels she can't safely outright oppose him. We don't know yet! Provided she isn't rooting for Ludinus, it's very possible she could be enlisted to help (I hope this happens btw), but Astrid is first and foremost a survivor and ambitious achiever who has gotten to where she is now by working within the greater system, not against it, even when she disagrees with it. She remained a Volstrucker until Caleb and the M9 turned the tide against Ikithon, and she later took on the role of Archmage that Caleb refused, continuing her original trajectory ("race you to the top!"). She has a great deal of power now and we don't have much information about what she does with it. I am very curious, though, Astrid please tell us your secrets.
"Bren sends his regards" - we don't know if Caleb told Essek to say this, but whether or not he did, I do think it was meant to convey "this is all with Caleb's knowledge and direction", for whatever measure that means to Astrid, most likely "you are safe for the moment". The purpose of this encounter is to have a conversation instead of a fight. And Essek's intent in saying it does seem to be to disarm Astrid, but his presentation puts some layers and edges on it that are likely independent of whatever Caleb might be feeling on his end (other posts have summarized the juicy possible layers well so I won't cover all of that here).
More high level on Essek's angle: even if "Bren sends his regards" was meant to signal to Astrid that she is safe in this encounter, one of the very first things Essek does is declare Astrid as Trent Ikithon's "successor", which Astrid of course disagrees with ("I'm his usurper!") but nevertheless this is an insult and condemnation coming from Essek. The subtext reads to me like "I don't like you or agree with you and you're on thin fucking ice how I see it". Is she safe from physical harm? It seems so, for now. Is she safe from bitchy comments and thinly veiled judgement? Certainly not.
Notably, Astrid tried to bamf out after hearing "Bren sends his regards", so the mention of him or what that message would mean coming from Caleb is not enough to get her to play ball by itself. This is perfectly reasonable to be honest; shit's all fucked up now and Essek basically cornered her with a squad of unfamiliar adventurers. But her skittishness despite the "friendly" signal implies a great deal of tension in her position, and Essek's behavior shows tension on his part as well, separate from whatever Caleb might be feeling offscreen and the purpose of this little mission for the Accord. I am very eager to hear the conversation that comes next!
#this post will become stale literally tomorrow but hey#today's today#Caleb is currently Sir Not Appearing In this Film so we can't dive into his view on Astrid#i would guess it's “very complicated friends” considering their past as volstrucker and lovers and her current role in the Assembly#which is very opposite to Caleb's stance of “I want to take down the Assembly actually that's why i didn't take the job”#but anyway i hope they bring Astrid along so Matt can argue and snipe at himself it would be very funny#cr spoilers#c3e94#astrid#essek thelyss#op#critical role
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