The Toast

Little Brother Hosts The Toast with Josh Peck: Friday, November 21st, 2025

November 21, 2025

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  • Claudia Oshry jokingly expresses feeling threatened by Josh Peck's close friendship with her husband, Ben Soffer, referencing the success of *The Toast*'s 'little brother' podcast hosted by Peck and Soffer. 
  • Josh Peck and Claudia Oshry discussed the awkwardness of on-screen romantic scenes for married actors, with Peck emphasizing the importance of prioritizing the comfort of his co-star over the script. 
  • The hosts agreed that Chase Stokes' public Instagram stories about his breakup with Kelsea Ballerini, specifically mentioning being 'blocked,' indicated a toxic and non-amicable split. 
  • The hosts debated the difficulty of finding genuine love when dating as a celebrity, referencing Taylor Swift's brother, Austin Swift, who is reportedly looking for love on Raya. 
  • Josh Peck expressed a preference for female nannies and preschool teachers due to a perceived 'maternal energy,' while also sharing his past celebrity crush on John Mayer and current crush on Joe Manganiello. 
  • The conversation concluded with Josh Peck naming Katy Perry as his Queenie of the Week for her relationship with the Canadian Prime Minister and naming his husband, Ben, as Weenie of the Week due to the overwhelming smell of turkey in their house. 

Segments

Josh Peck Joins The Toast
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(00:00:03)
  • Key Takeaway: Claudia Oshry playfully framed Josh Peck as her arch-nemesis due to his close friendship with her husband, Ben Soffer.
  • Summary: Claudia Oshry welcomed Josh Peck to The Toast, immediately establishing a humorous rivalry dynamic. She explained that she and Ben Soffer often discuss Peck negatively on the show, creating ’lore’ about his superseding influence in Ben’s life both personally and professionally. Peck acknowledged the negativity and the deep admiration Ben Soffer has for him as a childhood hero.
The Toast vs. The Schwitz
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(00:01:02)
  • Key Takeaway: Ben Soffer’s first podcast, The Schwitz, failed before he partnered with Josh Peck for The Toast’s male equivalent.
  • Summary: Claudia detailed the history of Ben Soffer’s unsuccessful first podcast, The Schwitz, which paved the way for the successful partnership with Josh Peck. She noted that the success of their current show eclipsed expectations, leading to playful animosity. Peck also commented on the success of their show’s listener nickname, ‘morons,’ which was Ben’s idea.
7-Eleven Birthday Party Theme
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(00:04:47)
  • Key Takeaway: Josh Peck’s son Max had a 7-Eleven themed birthday party, inspired by the store’s appeal to children.
  • Summary: Josh described throwing two birthday parties for his sons, one with a hoedown theme and the other a 7-Eleven theme for Max. The 7-Eleven theme was chosen because the location offers slushies, hot dogs, and neon lights, appealing to kids. Josh secured support from brands like Prime and Feastables for the event.
Parenting and Drunken Parties
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(00:05:59)
  • Key Takeaway: Claudia expressed frustration that LA kids’ parties often become opportunities for parents to get drunk.
  • Summary: Claudia lamented that children’s parties are often exhausting and that she has observed parents consuming excessive alcohol at these early morning events in LA. Josh expressed surprise at this behavior, noting he hasn’t reached that stage of parenthood yet. Claudia mentioned she was sweating from running to the studio, leading to a brief discussion about tinted moisturizer.
Acting’s Uncomfortable Realities
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(00:08:11)
  • Key Takeaway: The most glamorous parts of acting are the press and red carpets, not the tedious act of filming, especially intimate scenes.
  • Summary: Josh confirmed that the actual act of acting is tedious, and he prefers waiting for high-quality opportunities like The Last of Us. He noted that when filming kissing scenes, he prioritizes the comfort of his female co-star by letting her lead in setting boundaries. Josh admitted that while he enjoyed kissing pretty people when younger, he now feels the awkwardness of intimacy while married to Paige.
Relationship History Sensitivity
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(00:11:43)
  • Key Takeaway: Claudia admitted she is highly sensitive to partners having extensive relationship histories because Ben Soffer was her first serious boyfriend.
  • Summary: Claudia revealed that she and Ben Soffer were each other’s first significant partners, leading her to be extremely sensitive about past relationships. She stated she would ‘kill someone’ if she had to deal with a partner having a large dating history. She recounted Paige’s mild reaction when she mentioned a past fling with an internet personality named Hannabeth.
Monogamy and Open Relationships
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(00:13:37)
  • Key Takeaway: Both Claudia and Josh expressed that open relationships or swinging are untenable, especially when attempting to maintain a traditional appearance.
  • Summary: Claudia and Josh affirmed their commitment to monogamy, contrasting their views with friends who have explored open relationships. They agreed that such arrangements rarely end well, often resulting in hurt feelings or public exposure. They found it contradictory when people in swinging lifestyles desire a private, traditional family image.
Megan Markle Soundbite Request
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(00:14:56)
  • Key Takeaway: Claudia secured a soundbite of Josh Peck saying ‘Megan Markle’ for co-host Jackie.
  • Summary: Claudia asked Josh for a quick soundbite saying ‘Megan Markle’ as requested by Jackie, noting that Markle frequently makes news. Josh agreed to provide the soundbite despite acknowledging the request was a ‘big ask.’
Chase Stokes Breakup Drama
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(00:20:00)
  • Key Takeaway: Chase Stokes’ public Instagram stories implying Kelsea Ballerini blocked him after their three-year relationship ended are viewed as toxic and immature behavior.
  • Summary: The hosts analyzed Chase Stokes’ recent social media posts following his split from Kelsea Ballerini, where he claimed she blocked him and apologized to fans who supported them. Claudia found this behavior immediately off-putting and toxic, especially given the length of their relationship. They concluded that blocking someone after an amicable breakup is immature, suggesting something serious must have occurred.
Jelly Roll’s Transformation and Sobriety
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(00:30:15)
  • Key Takeaway: Jelly Roll’s dramatic weight loss and clean appearance reflect a deeper, ongoing healing journey beyond just physical changes.
  • Summary: Josh noted Jelly Roll’s dramatic new look after shaving his face, which highlighted his significant weight loss achieved over several years. Josh related this to his own weight struggles, noting that sobriety is only the prerequisite for growth, not the end goal. He referenced the Matthew Perry example, where physical appearance changes dramatically based on sobriety status, emphasizing the need for internal work.
Working with Diane Keaton
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(00:36:50)
  • Key Takeaway: Josh Peck described working with acting legend Diane Keaton on the film Summer Camp as a ‘pinch-me moment’ where she kept him on his toes.
  • Summary: Josh shared that he recently filmed Summer Camp alongside legends like Kathy Bates and Eugene Levy, noting Diane Keaton wore her own wardrobe. He described Keaton as charming and brilliant, recalling a moment where she gave him the finger, which he found characteristic of her personality. Josh named Denzel Washington as his dream actor to work with.
Austin Swift on Dating Apps
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(00:39:38)
  • Key Takeaway: Taylor Swift’s brother, Austin Swift, is reportedly seeking love on the dating app Raya, listing his profession vaguely as ‘artist management film producer.’
  • Summary: The hosts noted that Austin Swift is on Raya, contrasting this with the app’s former exclusivity. Claudia joked that she would never let Austin break up with her if she were his fiancée, given the access to the Swift family. Josh imagined his own Raya profile would feature photos with famous people like Leonardo DiCaprio and Caitlin Jenner to flex.
Dating as Austin Swift
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(00:43:33)
  • Key Takeaway: Dating as Austin Swift requires a method like a Netflix undercover movie to discern genuine intentions from opportunists.
  • Summary: The difficulty of dating as Austin Swift stems from the impossibility of knowing a potential partner’s true intentions. One suggestion was for him to star in a Netflix-style movie where a prince goes undercover to find true love. The hosts noted that if they were single, they could leverage their dating lives to boost their careers, citing John Mayer dating an influencer as an example.
Celebrity Crush Updates
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(00:45:04)
  • Key Takeaway: Josh Peck’s long-standing celebrity crush on John Mayer has recently soured due to Mayer’s age and unmarried status, shifting his crush to Joe Manganiello.
  • Summary: Claudia Oshry’s long-time celebrity crush was Bar Refaeli, whom she still admires despite her ongoing tax evasion trial in Israel. Josh Peck admitted his 20-year crush on John Mayer has recently given him ’the ick’ because being an eternal Playboy at 50 seems sad, unlike at 30. Joe Manganiello remains Josh Peck’s current celebrity crush.
Hot Nanny Human Interest Story
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(00:46:26)
  • Key Takeaway: A viral story featured a husband who hired a muscular male singer-songwriter, Big Vinny, as a nanny after telling his wife he wanted a ‘hot nanny.’
  • Summary: A woman went viral after her husband hired a male nanny with a six-pack, Vincent Hickerson, fulfilling his request for a ‘hot nanny.’ Josh Peck stated he would be accepting if his wife hired a good-looking male nanny, but Claudia Oshry admitted her preference is for female nannies and teachers due to a perceived maternal energy. The segment referenced a similar storyline involving Charlotte in Sex and the City.
Josh Peck’s Containment Thriller
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(00:48:17)
  • Key Takeaway: Josh Peck starred in a containment thriller called ATM alongside Alice Eve, which he believes is a viable path for actors to break through alongside major studio films or Netflix hits.
  • Summary: Josh Peck revealed he acted in a small containment thriller called ATM with Alice Eve, where characters are locked in an ATM vestibule with an external killer. He suggested that the only ways for actors to break through are by being in a Christopher Nolan movie, a major Netflix hit, or a horror movie. He noted that he was single when filming ATM but nothing happened with Alice Eve.
Matthew Perry Memoir Anecdote
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(00:49:14)
  • Key Takeaway: Matthew Perry’s memoir detailed an incident where he spent a night drinking with someone he believed was M. Night Shyamalan, only to discover the person was an unrelated man the next morning.
  • Summary: Matthew Perry recounted spending an entire night bar-hopping with someone he thought was M. Night Shyamalan, who gave him his contact information for a potential collaboration. The next morning, Perry learned the person was just an Indian man, not the famous director. Despite the mix-up, Perry’s memoir is highly regarded, and people who worked with him reported only positive things about him.
Parmigiano-Reggiano Talent Agency Signing
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(00:50:14)
  • Key Takeaway: The governing body for Parmigiano-Reggiano cheese, the Consortium, has signed with United Talent Agency (UTA) to place the cheese in movies and TV shows.
  • Summary: UTA, which represents stars like Bad Bunny and Josh Peck, signed the Parmigiano-Reggiano Consortium as a client to facilitate product placement in media. The cheese association stated this partnership allows them to connect with new audiences authentically. Claudia Oshry expressed dismay that her agents will now be busy with cheese clients, joking that she will not sign avocado next.
Dream TV Roles and Nepotism
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(00:52:48)
  • Key Takeaway: Josh Peck’s dream role is playing a doctor on the show Dr. Death (referred to as Dr. Robbie), and he believes nepotism does not ultimately prevent talented actors from succeeding.
  • Summary: Josh Peck expressed a desire to be on the show Dr. Death (referred to as Dr. Robbie), noting that the casting is brilliant and often features new theater actors. He stated that he gives full credit to actors who succeed via nepotism, believing the cream always rises to the top, meaning talent will eventually secure long-term success regardless of initial advantages. He cited Paris Jackson’s success as an example of someone overcoming potential trauma associated with famous parentage.
Parenting Philosophies and Respect
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(00:55:29)
  • Key Takeaway: Claudia Oshry aims to provide her children with an incredible life while ensuring they develop respect for earning a living, emphasizing gratitude as the ‘cover charge’ for a great life.
  • Summary: Claudia Oshry is focused on balancing providing an amazing life for her children with instilling respect for earning a living. She believes the only ‘cover charge’ for a great life is giving back through gratitude and helping those less fortunate. She complimented Josh Peck and his wife, Ben, on their parenting, noting that having respected parental role models is crucial for a partner.
Racketon Holiday Shopping Sponsor Read
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(00:57:16)
  • Key Takeaway: Racketon offers cash back on purchases at major retailers like Sephora and Ulta, with special stacking opportunities up to 15% cash back during the Black Friday through Cyber Monday period.
  • Summary: Racketon allows shoppers to earn cash back on gifts across fashion, food, electronics, and beauty categories. Shoppers can stack cash back on top of existing holiday sales, achieving savings on savings. Listeners can join for free via Racketon.com, the app, or browser extension to receive a new member bonus after qualifying purchases.
Queenie and Weenie of the Week
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(00:59:36)
  • Key Takeaway: Katy Perry was named Queenie of the Week for leveling up by dating Canadian Prime Minister Justin Trudeau, while Claudia Oshry’s husband, Ben, was Weenie of the Week for making their house smell overwhelmingly of turkey.
  • Summary: Josh Peck awarded Queenie of the Week to Katy Perry for her relationship with Justin Trudeau, signifying she has reached the ’tippy top’ of success. Claudia Oshry awarded her Queenies to the women from Secret Lives of Mormon Wives for showcasing successful motherhood while thriving professionally. Ben O’Brien was Weenie of the Week because the smell of turkey and carcass stock he is making for content creation has permeated their new home.