"Nine was a weird number" I'm not laughing. I'm not. I swear.
Okay let's do this (btw kudos on a perfect blonde frost kid pb, it makes me long for the ones I have stockpiled) (I see we're developing the old kid generation!)
Al: Seems she knows/gets along with his bro, so Al is the kid bro in that sense. But since she's also admin...guess she's his boss too. He's just a little wary about that since in comparison Jes was probably the slack admin, but if she can help some of these kids that's a plus in his eyes.
Cliff: Omg she seems like the type of authority figure he'd really not like/cringe at. He's not argumentative, but if he's sent to her office or anything (he often runs off because powers and authority ppl don't like that because you should know where all the kids in your care are) he'll just sit and take any lecturing (maybe look quietly unhappy), and then do pretty much what he was doing before. (He's a better student than he was at the start! He goes to more classes than before! Vic is a good influence.) That's dealing with her as an admin, as a student if he has any of her classes I'm sure he might come across as annoying. All that antsyness and foot or pencil tapping some days. There are probably going to be a few times at the start where he asks to go to the washroom and just...doesn't come back, goes for a run to burn off all that energy. I think he'll learn quickly that she's not a teacher to do that with though. Not sure how much she picks up from students' minds, but on the days where he really feels the need to just go/get out, I'm sure she could detect that.
Cara: I have no idea what connection they'd have. XD If you've got anything, shoot. But I'm blanking.
Peggy: idk there's a chance their personalities will...not clash but sort of not work together well? So probably a good thing Peg doesn't have any official affiliation with the school or anything. Plus she's avoiding it because JES YOU SUCK.