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Shrinking Season 3 Finale: Gaby and Derrick’s Moment Explained


[Editor’s note: The following contains spoilers for Season 3 of Shrinking.]

Key Insights

  • Gaby proposes to Derrick in the Season 3 finale of ‘Shrinking’ after finding his ring and seeking advice from friends and family.
  • The season blends humor with deeper themes of grief and trauma, particularly through Maya’s storyline.
  • The chemistry among the cast, along with guest appearances from stars like Harrison Ford and Candice Bergen, contributes to the show’s popularity.

When Gaby (Jessica Williams) found a ring in a drawer while looking for some Tylenol, in the Season 3 finale of the Apple TV series Shrinking, she started to overthink it and needed input from Liz (Christa Miller), Brian (Michael Urie), her mother (Vernee Watson), and even Paul (Harrison Ford) on FaceTime to work out the pros and cons of getting engaged to Derrick (Damon Wayans Jr.). After having a moment of panic about the element of surprise, Gaby ultimately decided to take the leap herself in the most perfectly Gaby way possible, surrounded by their friends, loved ones, and Derrick’s podiatrist.

Collider recently got the opportunity to chat one-on-one with Williams about Gaby’s journey in Season 3. During the interview, she discussed how she’d love to have Jennifer Lawrence guest star, finding the funny moments with Wayans Jr., the heartbreak of losing Maya (Sherry Cola), singing around the piano, working with legends like Ford and Season 3 guest star Candice Bergen, how much fun she had with Gaby’s proposal, and why Shrinking is one of the best jobs she’s ever had.

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Collider: I recently asked Jason Segel what actor or character he would love to get in a therapy session with Jimmy, and he told me that he would love to have Gary Oldman as his Dracula, or just really any character that he’s ever played.

JESSICA WILLIAMS: That’s on brand. That seems right. I could have guessed that.

Jessica Williams Would Love for Jennifer Lawrence To Guest Star on ‘Shrinking’

“I am obsessed with Jennifer Lawrence.”

Who would you want to get into a therapy session with Gaby?

WILLIAMS: God, I don’t know. Every time I see Jennifer Lawrence, I am obsessed with Jennifer Lawrence. I love her craft. I love her vibe. I feel like if we met, we would just laugh and laugh. Maybe that’s just the power of Jennifer Lawrence, but I just feel like we’d really get along. It should be Jennifer Lawrence because I’d just want to feel like we’re cool, and we’re hanging.

Shrinking Interview | Jason Segel

‘Shrinking’ Season 3 Review: One of Apple TV’s Best, Most Heartfelt Comedy Series Should End Here

Will this be the last we see of Jimmy and his found family?

One of the funniest moments for me this season is in episode five, when Gaby tries to pick up Derrick to put him on the kitchen sink. I love romantic moments that just don’t turn out in reality how we see them in movies. Was that always scripted? How was that to shoot? How did all of that come about?

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WILLIAMS: That’s so funny. I think the show really works when you don’t remember, at this point, if it was the writing or if it was us improvising that. But I’m sure that that was improvised, just from having seen it and the way that we were speaking. Damon is a really strong, “Yes, and” actor where he’s game for anything. He’s down. He’s like, “Let’s go. Let’s do it.” He wants to get it done in a fun way. He’s very like, “Let’s go. Let’s run headfirst into this joke and see if it works.” And I’m like that too. It was just fun. I don’t remember how we came up with that, but he was like, “I’m good. I think I’m okay. I can get up.” And she’s like, “No, let me just lift you.” And he’s like, “No.” What I am really proud of is the jokes per minute in this season of the show. I feel like there are so many. Whether it’s Paul, or Jimmy, or Liz, or Derek, there are just so many jokes this season.

Maya Teaches Gaby a Profound Lesson in Season 3 of ‘Shrinking’

“It ultimately ends up pushing her forward.”

Jessica Williams sitting at a table with Sherry Cola as Maya in Shrinking Season 3

Jessica Williams sitting at a table with Sherry Cola as Maya in Shrinking Season 3
Image via Apple TV

This season, Gaby has Maya as a patient, and we also get a bit of a heavier overtone with that storyline than the show has had sometimes. Sherry Cola is so great at bringing so much character. What was it like to find that dynamic and explore that with her this season? What do you think she brought to the show and what do you think that character brought to Gaby’s life?

WILLIAMS: Aside from being immensely talented and so warm, Sherry Cola has, for me, that instant likability that you can’t teach. It’s inherent charisma that you’re rooting for. This season is about moving on. That’s what Bill Lawrence said it was. That’s what I was doing. That’s how it was written. And I think Gaby realizes, at the beginning of the season, that she wants to get more into trauma work. This scenario, especially with Sherry’s character, is something that could push her to never doing it, like it did Paul, or it could push her into opening a private practice and/or a grief trauma center. It ultimately ends up pushing her forward. Gaby learned a profound lesson that she’ll never forget with that situation.

That moment at the end of episode seven when Gaby finds out that Maya is gone is such a gut punch. The reaction on your face when Gaby realizes just what “We lost Maya” means is so heartbreaking. What was it like to find that moment?

WILLIAMS: It was so hard because we were just singing “I have died a thousand times waiting for you.” We were singing [“A Thousand Years”] over and over with the piano. And the singer (Christina Perri) who wrote it was there that day and she was lovely. But then I had to do that scene where the line was “What do you mean we lost Maya?” I was so scared about doing that line because there were so many words in it that I didn’t want it to feel like it was written. It was really hard to deliver that. But I did it. I figured it out. We got it. There’s a version of it that was [really heightened], and I was really happy that it did not turn out that way. Literally my job between “Action!” and “Cut!” is believing the circumstances. My only job is to believe the circumstances and portray them. So in that moment, I was believing those circumstances in my crazy weird brain while playing it out. When I work like that, I don’t remember what happened. Whatever your flow state is—whether you’re driving or painting—it’s that for me and I don’t remember how I did it.

As a viewer, I just felt Gaby’s heart breaking in that moment.

WILLIAMS: Thank you! Oh my God! That’s what I want! That’s very nice! Thank you.

Christa Miller as Liz standing on the balcony with Ted McGinley as Derek in Shrinking Season 3

‘Shrinking’ Season 3 Just Dropped a Bombshell Twist That Changes Everything for Liz and Derek

If you don’t want Derek to know what you’re doing then you should make sure he can’t see into your window from his balcony.

I loved seeing all of you guys singing at the piano and sharing that celebratory moment together. You’re also introducing Cobie Smulders to everybody because she hasn’t really been around all of you at once. What was that like to do? Do you just get so sick of singing the song? Do you never want to hear that song again?

WILLIAMS: Whenever I hear it now, I don’t think ofShrinking. I think ofShrinking. It was so fun doing this thing a million times! You’re all in this hot room in a warehouse thinking—this is what I’m getting paid money to do? Okay Apple thanks! You’re paying me so I’m going to do this! It was fun! We like each other! The actors genuinely enjoy each other! When you’re lucky enough to be on a show like this—and trust me—it doesn’t happen all the time—you’re hanging out doing bits and working with people you really like! That comes through on screen! One of the biggest things people tell me about this show is they wish they could hang out with those characters or wish they had someone like Derek or know someone like Brian.This show makes people want to hang out with these characters!

You also have Candice Bergen which is incredible!

WILLIAMS: Yeah that’s dumb too!

I loved how in the finale after Gaby reacted how she did finding Derrick’s ring she’s also proposing surrounded by their friends and family—such a sweet fun moment! What was shooting like for her speech? Was it important for her character to take this step?

williams: Gaby has been married before—and you’re much cooler when you’re remarried! It’s similar to having your second kid where you’re thinking—“We don’t need this weird heteronormative version—let’s have Gaby do this!” The writers wrote such an amazing scene—it was super easy memorizing which means it’s good writing! When you can take a monologue after only few passes that’s because it’s amazing writing! The writer wrote stream-of-consciousness style which made memorizing easy! It was one of our last filming days—super fun having everyone there—it felt more communal than usual since we often film alone—Jimmy will film alone then Brian will film alone then Christa will film alone—but those group scenes are always fun days—they’re hectic but good days! It felt easy—it felt fun—it felt joyful shooting! This show has been one of my best jobs ever—top two maybe top one—we genuinely enjoy each other—we want each other successful—we want our show successful—we’re all here making this one thing together—it doesn’t get better than this!

Shrinking&nbspis available for streaming on Apple TV.

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Sarah Parker
Sarah Parker is a research analyst and content contributor with a strong interest in business strategy, organizational behavior, and social development. With a background in sociology and public policy, she focuses on exploring the intersection between research and real-world application. Sarah regularly contributes articles that bridge academic insights and practical relevance, aiming to foster critical thinking and innovation across sectors.