Step into the heartwarming world behind the scenes of Apple TV+’s hit comedy, ‘Loot,’ where the cast’s real-life relationships and undeniable camaraderie prove far more grounded and endearing than their on-screen billionaire antics. From Maya Rudolph’s decades-long partnership to Joel Kim Booster’s upcoming wedding and his amusing admiration for Rudolph’s “special home snacks,” this guide reveals the authentic connections that make the show truly special.
While Molly Novak, the tech billionaire at the heart of Apple TV+’s ‘Loot,’ navigates a headline-making divorce and the complexities of managing her philanthropic empire, the off-screen lives of the show’s talented cast are filled with enduring partnerships, new engagements, and a remarkable sense of camaraderie.
The series, which premiered in June 2022, brings together an ensemble featuring Maya Rudolph, Michaela Jaé Rodriguez, Joel Kim Booster, Ron Funches, Nat Faxon, and Stephanie Styles. Though their characters often find themselves in chaotic and satirical situations, the actors’ real-life connections provide a grounded contrast, making them all the more beloved by fans.
The Heart of the Foundation: Joel Kim Booster and Maya Rudolph’s Unbreakable Bond
One of the most cherished relationships on the ‘Loot’ set is the profound bond between lead star Maya Rudolph and her on-screen assistant, Joel Kim Booster. Their chemistry extends beyond the script, with Booster openly raving about Rudolph’s generous spirit and exceptional work ethic.
Speaking to People, Booster, who plays the loyal Nicholas, couldn’t help but highlight Rudolph’s culinary contributions. “I always go back to the snacks. She’s a snack queen and she always brings in her special home snacks and we’ll share them and eat them without any hesitation,” he gushed.
Beyond the delightful treats, Booster deeply admires Rudolph’s professionalism and collaborative approach. He noted that unlike many actors in a lead role, Rudolph is “so willing to be in the mix with us,” actively engaging with the entire cast and crew. This dedication to teamwork underscores her role not just as the captain, but as an integral part of the ensemble.
Booster considers working with Rudolph a “masterclass in comedy.” He credits her with teaching him “the ability to make these big, bold choices without fear and without fear of looking stupid or it being wrong or whatever. But just going for those big choices.” Their professional respect is clearly a cornerstone of their friendship.
The duo’s connection also extends to their personal lives. Rudolph was a supportive confidante for Booster when he first started dating his fiancé, John-Michael Sudsina. “She also, during the early days, talked me through my relationship,” Booster shared. With his wedding planned for New Year’s Eve in San Francisco, Booster even playfully teased that Rudolph might make an appearance as his flower girl, a testament to their close relationship.
Molly and Nicholas: An Evolving Dynamic
The palpable bond between the actors enriches the on-screen relationship between Molly and Nicholas, which sees significant evolution in ‘Loot’ Season 3. Rudolph expressed her enjoyment in delving “deep into the origins of Molly and Nicholas and what makes this very strange, codependent but loving relationship tick and where it comes from.”
Booster teased an upcoming flashback episode where “Nicholas sees Molly’s greatness before Molly sees Molly’s greatness,” which then reverses in the present, with Molly recognizing Nicholas’s potential before he does. This reciprocal dynamic, built on mutual love and support, is a “beautiful thing” and a “real thing with a lot of friendships,” making it a joy for the actors to portray.
Off-Screen Bliss: The Cast’s Real-Life Loves
Beyond the close friendships forged on set, many members of the ‘Loot’ cast are thriving in their personal relationships, demonstrating that happiness isn’t just for billionaires.
Maya Rudolph and Paul Thomas Anderson: The show’s lead, Maya Rudolph, who plays the recently divorced Molly, has been in a long-term partnership with filmmaker Paul Thomas Anderson for over two decades. The couple, who began dating in the early 2000s, maintains a private life, sharing four children: Pearl, Lucille, Jack, and Minnie. In a May 2024 interview with Town & Country, Rudolph recalled Anderson saying, “that’s the girl I’m going to marry” after seeing her in a sketch.
Michaela Jaé Rodriguez and Stephen Gimigliano: While Michaela Jaé Rodriguez portrays the stern executive director Sofia Salinas, her real-life relationship with talent agent Stephen Gimigliano is far more relaxed and loving. Rodriguez described Gimigliano as “my first and most likely last” love to People, calling him “a diamond” and praising him for showing her “what it is like to have true love.”
Joel Kim Booster and John-Michael Sudsina: Joel Kim Booster is engaged to John-Michael Sudsina (also known as John-Michael Kelly). The couple plans to marry on New Year’s Day in San Francisco, a city that holds deep personal meaning for them as “it’s where we fell in love.” The wedding is set to be a star-studded affair, with close friends and collaborators like Bowen Yang and Matt Rogers confirmed as groomsmen and joint toast-givers.
Ron Funches: Ron Funches, who brings joy to the screen as Molly’s enthusiastic cousin Howard, is a proud father to two sons, Malcolm (born in 2003) and Teddy (born in April 2022). He shared a humorous anecdote about celebrating their birthdays, taking his 21-year-old to a strip club and throwing a Spider-Man party for his 2-year-old.
Nat Faxon and Meaghan Gadd: Nat Faxon, who plays the foundation’s accountant Arthur, has been married to Meaghan Gadd since the early 2000s. Together, they share three children: son Otis and daughters Ruthie and Beatrice.
Stephanie Styles and John Walton West: Stephanie Styles, known as the well-meaning but not-so-bright Ainsley on the show, married fellow actor John Walton West on April 6, 2024. Styles later shared beautiful photos from their wedding day on Instagram, which was officiated by actor Corbin Bleu.
‘Loot’ On-Screen: A Critical Look at the Comedy
The critical reception of ‘Loot’ has largely been positive, with reviewers praising its sharp writing and stellar performances. The series, from creators Alan Yang and Matt Hubbard, masterfully blends satire with relatable human struggles.
The show kicks off with Molly Novak (Rudolph) receiving an almost $80 billion settlement after her divorce from husband John (Adam Scott). Her subsequent journey of self-discovery, spurred by joining her charity organization, the Wells Foundation, forms the comedic backbone of the series.
Critics have lauded Maya Rudolph’s performance, noting her ability to bring charm and relatability to a character who exists in an extraordinarily privileged world. Her portrayal of Molly’s struggles and triumphs is imbued with a “hidden strength” that resonates with audiences.
The supporting cast also receives high praise. Joel Kim Booster’s commitment to his role as Nicholas, Molly’s assistant, allows the writing to explore his life as a gay man and aspiring actor, giving Booster ample opportunity to shine. Michaela Jaé Rodriguez’s Sofia Salinas, initially presented as a no-nonsense executive director, gains nuance as she interacts with Molly, revealing a lighter side and showcasing Rodriguez’s comedic timing.
Ron Funches’ Howard is frequently cited for delivering some of the show’s funniest lines, portraying an earnest and genuinely helpful distant cousin. The writing consistently highlights the distinct personality traits of each character, grounding them in a sense of innate humanity that draws viewers in.
Looking Ahead: ‘Loot’ Season 3 & Notable Guest Stars
The third season of ‘Loot’ promises to continue the blend of humor and heart. The premiere episode, “Bye-Bye Mode,” picks up with Molly’s attempt to escape California after kissing colleague Arthur (Nat Faxon), only to find herself stranded on an island—a clever ruse orchestrated by Nicholas.
Season 3 also introduces a notable guest star: Henry Winkler. He appears as Gerald, another eccentric billionaire nudist on the island, adding another layer of comedic brilliance to the already strong cast. The evolving dynamics, especially between Molly and Nicholas, and the introduction of new characters continue to make ‘Loot’ a compelling watch.
The first two episodes of ‘Loot’ season 3 are now streaming on Apple TV+, with new episodes released weekly.
