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  • Awesome Moments:
    • At the end of "Chase Goes to a High School Dance," Brooke stands up to Streeter and firmly demands that Chase be allowed to stay at the dance instead of going to Lil Wayne's tequila tasting, as she wants her little brother to actually enjoy himself with other teenagers. She actually scares the usually self-centered Streeter into changing his mind!
    • The second that Chase learns that the Christsong Church is homophobic and racist, he publicly quits the church and calls out all the bad things it's done in front of all the church members. This is after Brooke and Cary spent two hours trying to find excuses to stay in the church.
  • Crosses the Line Twice:
    • Brooke's subplot in "Chase Gets the Gays" is filled with dark humor and Cringe Comedy that just keeps getting more and more embarrassing for Brooke. Brooke receives a fan letter to Chase from a girl in a hospital named Rachel Kline, but when she doesn't show up at the hospital, Brooke assumes the letter was from some pervert posing as a little girl. She tracks down the return address and chews the man of the house out for being a pervert... only to find that they're all at a funeral. Brooke assumes the girl in the hospital must have died, then sees a photo of the deceased — an elderly lady. So Brooke rants about how the old lady must have been a pervert and posed as a little girl... and then the real Rachel Kline, indeed a little girl, speaks up and clarifies that she sent that letter because she was in the hospital with her grandma and feeling sad. Brooke is shocked at just how insensitive she's been.
    • Season 3 mentions repeatedly that Chase's second album sold poorly because it came out on January 6, 2021 and was overshadowed by the Capitol insurrection. Shuli later reveals she created the entire QAnon conspiracy that culminated in the insurrection, just to distract people from Chase's terrible album. What sells it is just how confident and unashamed she is in admitting what she did.
  • Harsher in Hindsight:
    • The end of "Cary Watches People Watch His Movie" is a heartwarming moment of Cary finally getting the recognition and support he always wanted from his friends and family. Unfortunately, Cary becomes more and more conceited throughout the season, culminating in him skipping Curtis's new TV show premiere party out of jealousy until he hears it got bad reviews, on which Curtis calls him out. His inability to support his friends the way they supported him makes it harder to feel proud of Cary in that season premiere.
    • The Horrible Hollywood satire, particularly Cary's subplots surrounding the film and television industry, gains more subtext after co-creators Chris Kelly and Sarah Schneider were formally investigated following accusations about abusing and overworking the crew. While they were officially cleared, insider sources did claim that the show's themes of toxic working relationships and bitterness towards more successful colleagues are reflective of Kelly and Schneider's own attitudes.
  • Heartwarming Moments:
    • In "Chase Gets the Gays," Chase makes a music video about how he supports Cary being gay. It fills Cary with mixed feelings, but midway through the episode, a young gay guy runs into Cary and thanks him because that video gave him the courage to come out to his mom. He even wishes Cary luck with his acting career. This convinces Cary to change his tune more positively about the video.
    • The end of "Cary Watches People Watch His Movie." After years of delays due to the pandemic and multiple cancelled screenings, Cary finally gathers his friends and family to watch his debut acting role, and watches their reactions as he'd been excited to do. They're all various levels of invested (Brooke is actually crying), but Cary values every single one. When the credits roll, everybody applauds and chants Cary's name, just as he'd dream would happen at the big premiere.
  • Tear Jerker:
    • In "Chase Drops His First Album," Pat insist on not telling Chase that his father didn't die of cancer, but when livestreamers start to comment that same thing, she has a panic attack and breaks down in the plane, on camera, telling everybody his Undignified Death. While the truth of his death is a bit funny for how awful it is, Pat's complete sobbing breakdown, insisting that he was doing the best he could and expressing her lonely feelings after taking care of an alcoholic and being emotionally abandoned by her adult children, is genuinely sad.
    Pat: He was the only man I ever loved. I did not want him to be a fucking joke. [...] You two have so many shitty memories of him and I just wanted Chase to have something different!
    • "Cary & Brooke Go to an AIDS Play" has Lance finally call out Brooke's shitty treatment of him. The normally blasé dude is absolutely furious and devastated that his fiancée can't be honest with him and acts like he's judgmental of her when all he does is stick up for her. Brooke is likewise broken as she realizes, in trying to convince herself she's a good person, she's acted terrible to her biggest supporter. They break up on harsh terms, leaving Brooke to retreat to Streeter's place and cry.

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