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Cupertino kicks off with an audacious and entertaining series premiere

AI and Big Tech come under the microscope in the latest legal dramedy from Robert and Michelle King.

Cupertino kicks off with an audacious and entertaining series premiere

To say that the AI boom has caused a certain level of existential dread is not an understatement, mainly because it’s being spearheaded and controlled by a chosen few without much regulation (for now). It’s become a hot button topic, and Cupertino thankfully isn’t subtle about which side it’s on. In the opening seconds of Robert and Michelle King‘s’ legal dramedy, attorney Michael Price (Mike Colter) packs up his desk after he’s fired from a tech startup that he invested in. The first item in his filing box? A chocolate bar named David. At episode’s end, Michael states that the mission of his brand new law firm—which he launches alongside lawyer Olivia Siffre (Rachel Keller)—is akin to the David vs. Goliath saga. That is, they’re the heroic underdogs facing off against powerful Silicon Valley companies. They’ll only take on clients no one else will out of fear of pissing off the Goliaths. With that, Cupertino sets up its resonant premise: It will examine tech’s unavoidable encroachment into our lives, and its extremely harmful influence. 

It all starts with, as the episode’s title suggests, “Michael And Olivia.” The two are let go from the successful S-Talk on the same day for different, shady reasons. Michael is falsely accused of proprietary leaks so his co-founder, Richard Everett (Will Brill), can keep Michael’s equity; Olivia is fired before she can tell anyone Richard sexually harassed her by sending her a dick pic. Wrongfully terminated by and angry at their employer, Michael and Olivia team up to bring two lawsuits against S-Talk. However, Olivia is resistant at first, knowing that her traditional family wouldn’t want her to make public such a private matter. It’s not until she finds out that Richard modeled Daisy—his next-level generative AI model—after her that Olivia decides to fight back. 

Cupertino gives Olivia a lot of layers right away: She’s a religious conservative who prays often and keeps a Bible at her desk; she’s also open-minded and couldn’t wait to leave her Wisconsin hometown after graduation; she’s soft-spoken and therefore frequently underestimated. The Kings infuse her with a lot of personality, including her love of musicals. (She hums Annie‘s “It’s A Hard Knock Life” whenever she’s nervous, which is the kind of character detail that quickly helps the audience understand her.) Best known for her work in grittier dramas like Legion, Tokyo Vice, and The Society, Keller brings an admirable tenderness to the character. Colter matches her performance, mixing Michael’s swagger with vulnerability. The Evil actor straddles Michael’s professional ambitions, family pressures, and morality. 

Unlike his wealthy celebrity lawyer father, Bayard (Joe Morton)—who drops in just to chastise his son—Michael doesn’t want to represent bigwigs. Instead, he hopes to stand for those wronged by Big Tech heavyweights. So he encourages Olivia to do the same without being pushy or demanding. Michael and Olivia end up getting along swimmingly, working out their respective lawsuits from an IHOP until Michael’s spunky, resourceful assistant helps them out. Christy Palladino (Ella Stiller)—also fired from S-Talk—joins the two lawyers, using her blue-collar family’s contacts to secure them a lavish workspace. Or rather, a fancy reception area, because the actual cubicles inside the building don’t exist yet. Once the firm starts making money, the plan is to build one room after another. Until then, the chic lobby will have to do. 

Once “Michael And Olivia” heads to court, Richard’s lawyer (played by Steven Pasquale) gives them a hard time. Still, Michael and Olivia put up a solid fight. Most of  the argument boils down to Richard’s mortifying new gen-AI creation, Daisy, whose voice and “personality” are freakishly similar to that of Olivia, who clarifies that she trained Daisy as part of an assignment; she didn’t know Richard was essentially cloning her. All of this derails S-Talk’s 14-day deadline to raise funds, especially since Olivia also points out that the company’s biggest VC donor has spoken out against DEI (so it looks worse that their only Black lawyer was fired).

At the end of all this, Richard and Ry end up offering a whole lot of money in a settlement deal. We don’t see the exact number, but it’s enough for Michael, Olivia, and Christy to celebrate that they can now officially kick off this law firm and start seeking clients. Just as Michael and Olivia jot down and sign their 50-50 partnership on a pillar, the elevator dings and in walks a bewildered new client (played by Nik Dodani) desperately seeking their help. 

As far as series premieres go, Cupertino is both exciting and essential. Directed by Robert King and co-written by the husband-wife duo, it succeeds at not only introducing and fleshing out the world and those who populate it, but most importantly, puts forth the show’s vision in a crystal clear way. Michael and Olivia might have lost the battle (the judge did side with Richard in Olivia’s lawsuit, and Michael’s was settled out of court), but Cupertino is sure shaping them to win the war. 

Stray observations: 

  • • Debra Monk and David Aaron Baker guest star as Olivia’s parents, who rush to California to bring their daughter home after she’s fired and appear skeptical of her partnership with Michael. 
  • • There’s a funny running gag throughout this episode wherein the strangers Michael meets (his cab driver, the process server, etc.) pitch him ideas for their shopping, catering, and ride share startups. 
  • • The fledgling firm hires actors to fool Richard and Ry into thinking it’s already successful and potentially backed by Bayard. Good thinking! 
  • • Once Michael finds out Olivia has a thing for musicals, he sends her a playlist so she can listen to “real music,” and it’s composed of songs by Fantastic Negrito. 
  • • Try not to feel total and complete terror at the following defense that Ry gives for S-Talk in court about their AI principles in an effort to prove that Daisy isn’t based on Olivia: “We train from everyone’s personalities online. Millions of people from Reddit, X, Meta, from novels, articles, and on Zoom. It’s the grand melting pot of AI. It’s called fair use.”

Saloni Gajjar is The A.V. Club‘s TV critic.

 
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