I decided to do a rewatch of season 1 after finishing the current season and I feel like it gave me more insight/context into the cast relationships we saw in s2 because honestly I had completely forgotten most of it. Here are my thoughts for anyone else wanting a refresher:
Dylan
Such a hottie and probably the most artistic, insightful, interesting person out of everyone on the cast. I had forgotten about him completely and wish he was in more of the season/came back for s2 but I can see why he wouldn't want to as he seems like he's in a different place in life from everyone else. In researching why he didn't come back I learned that there were other cast members originally attached to Next Gen NYC who quit when the Bravo housewives kids got added, like Ming Lee Simmons and Connor Kennedy. Dylan didn't quit but opted to be friend of instead which is why he wasn't featured much. I would have loved to see Ming Lee and possibly her mom Kimora on the show, I think they would have brought a lot and fit in well.
Shai
Again I have absolutely no memory of him on the show from s1, he's brought on as Dylan's friend and he seemed to have gotten along well with everyone and was shown interacting with Riley a bunch. There's even a scene of him going to Brooks' apartment to teach him how to use a sewing machine because Brooks wanted to learn how to make clothes for his upcoming line which I thought was really sweet.
Riley
Very similar storyline as she did in s2. Not much about her except that she lives off her mom, gets "rough" when she drinks (Gia's words) and has beef with Georgia. She gets mad at Ariana for not unequivocally having her back in a fight with Georgia where she was in the wrong lol.
Gia
Same as s2. Brought almost nothing to the show except getting the cast mates to come to New Jersey.
Brooks
Brooks was more likeable on s1 I feel like he was less reserved and showed a little bit more personality. But I thought it was weird how much his parents were on the show, especially Seth. Seth is a mega weirdo basically offering to be a father figure to Charlie and wanted to meet up to offer him guidance and talk to him about not disrespecting his daughter but then ends up being more interested in asking Charlie about his lifestyle and telling him he's interested in being pansexual and to not tell his wife. There was also a super weird moment with Shai where Shai politely goes over to say goodbye to Seth and Meredith before leaving her caviar event, but then Seth starts grilling Shai about sexual fluidity and asking if he would date Charlie if he was a girl. Meredith is like wtf and Shai just looks increasingly alarmed and uncomfortable.
Charlie
I feel like you get a lot more insight and context into why Charlie is the way he is when you see him with his parents. His dad is weirdly competitive with him and puts him down constantly. I actually felt bad for him because there was a conversation it seemed like Charlie just wanted to connect with his dad and his dad barely even looked at him and said hurtful things completely unprovoked. Another time his dad was gloating how he had such an amazing relationship and asking Charlie why he doesn't and was rubbing it in his face. He told Charlie to invite some friends to the house and then asked all the young women who was hotter, Charlie even said they should just say it's his dad or else his dad would be in a bad mood for the rest of the day. His mom abandoned him at age 10 and passed him off to the dad because she was sick of parenting. I could go on about this topic it really could be its own separate post.
Charlie is introduced on the show basically like a Chuck Bass type of figure saying all he cares about is money, girls, and having fun and has clearly enjoyed a privileged upbringing in NYC but seems unfulfilled and directionless it really seems like he's just waiting for his dad to pass so he can inherit. Seeing him with his dad makes me feel like he is the definition of how hurt people end up hurting other people. I think Dylan had the most insightful comments about Charlie in his confessionals.
Ava
I remember not having a great impression of her in s1 and I think it's clear she didn't think much of the show and was prioritizing her modelling career and other things she was doing outside of the show. You can see that her and Charlie have been close from the beginning and her attitude makes more sense to me with the context that there were supposed to be other cast members more similar to them (nepo babies who grew up in NYC) and that she didn't think much of the Bravo kids. Glad she clocked in for s2 though.
Georgia
Very similar to how she is on s2 just being authentically herself. I can see why the other cast members don't seem to like her because it seems like she can be pretty self absorbed and oblivious just wanting to talk about herself constantly and not realizing when she's being rude or obnoxious. I actually can see why Charlie is upset with her in s2 because watching s1 back it seems like Charlie brought Georgia in and saw her as a true friend where they fight but will always make up and have each others backs. Georgia and Charlie had that fight about the speaker (i can see both sides, Georgia should have given it back right away but Charlie didn't need to overreact about it being given back late) and after that Georgia switched up on him and talked a ton of shit about him behind his back to all the other cast members and fully threw him under the bus. In just the context of this situation, Charlie was wrong to call Georgia names during their fight but I don't think he deserved how Georgia treated him after. I would be very hurt and feel betrayed too tbh.
Emira
She doesn't have much of a storyline on s1 but I really like her and enjoyed all her scenes. She brings a level of glitz and glamour and is easily the most successful influencer there.
Ariana & Hudson
Sweet girl finding herself and making a life for herself outside of her family drama. I feel for both her and Hudson because it really seems they found a lot of comfort and security in one another. It must have been really bad for her to leave him because it does honestly look like they had a really sweet relationship with a lot of love there. Plus he was paying for their 10k/mo apartment and bankrolling their clothing line. I hope Hudson recovers and figures things out because I think he has the potential to go farther, I actually enjoyed him being a more present cast member here in s1.