The Toast: Little Brother Hosts The Toast with Josh Peck

Date: November 21, 2025
Hosts: Claudia Oshry (“Claud”) & Josh Peck

Episode Overview

This lively Friday episode of The Toast features Claudia Oshry sitting down with her “arch nemesis,” though really good friend, Josh Peck—actor, author, and co-host of the hit podcast The Good Guys (with Claudia's husband, Ben). Together, they dive into pop culture, parenthood, navigating fame, friendship, mental health, and everything in between, with a large dose of humor and honesty. The episode mixes heartfelt moments, behind-the-scenes podcast talk, showbiz stories, and classic “Toast” pop culture banter.

Key Discussion Points & Insights

1. “Little Brother” Dynamics: The Toast vs. The Good Guys

• Claudia jokes about feeling “threatened” by Ben and Josh's bond, referencing the lore of Ben’s first, less-successful podcast, The Schvitz, and the organic rise of The Good Guys.
  • “I don’t think we saw a world in which…this show that Ben did would start to eclipse ours…And now we hate you.” – Claudia [01:32]
• Josh expresses deep friendship and admiration for Ben:
  • “This friendship is more important than the pod... If the pod’s successful, great, but it will never be to the detriment of our friendship.” – Josh [03:08]

2. Podcast Community, In-Jokes, and Listener “Names”

• Claudia delights in the wildly popular fan term “morons” for The Good Guys listeners, confirming Ben came up with it.
• Josh muses on the “beta” energy making their pod unique:
  • "Get a couple BBs, couple Beta Boys like us, yapping, yenting…have our own little sewing circle." – Josh [04:30]
• Discussion of male vs. female-focused pop culture podcasts and how Toast/Good Guys echo each other.

3. Party Parenting & LA Kids' Parties

• Claudia asks Josh about the 7-Eleven-themed birthday party for his son Max.
  • “It is so random. But if you think about a 7-Eleven, it is the epicenter of all things that a kid would love…” – Josh [05:15]
• Digression into the culture of parents getting drunk at LA kids’ parties, which amuses Claudia.

4. Acting Life & On-Screen Relationships

• Claudia probes Josh about the realities of acting:
  • Long hours, time away from family, emotional toll, and the “weirdness” of on-screen romance after marriage.
  • “For a long time, actresses, women were put in positions where they were uncomfortable and couldn’t voice that. …I go, you take the lead, you tell me everything that you’re comfortable and uncomfortable with.” – Josh [11:01]
• Reflection on being married with “low romantic relationship roster” and navigating jealousy or baggage.

5. Open Relationships & Pop Culture Takes

• Pop culture segments cover recent reality TV (Secret Lives of Mormon Wives), swinging scandals, and why open relationships “aren’t for them.”
  • “Those things never end the way you want them to…somebody catches feelings or something goes wrong…I’m sorry, it’s crazy. I could never.” – Claudia [14:03]

6. Social Media Meltdowns (Chase Stokes & Kelsey Ballerini) [15:43–25:00]

• Claudia recaps a messy celebrity breakup via Instagram stories, sharing her “ick” factor and moral on oversharing online.
  • "The urge to clear your name when people are talking about you is real..." – Claudia [21:41]
• Josh admits he “relates too much” to wanting to defend yourself online, but it’s usually a bad move.

7. Blocking & Deleting Numbers

• Discussion of how both hosts “delete numbers” for emotional self-preservation.
  • “I do that now with seasonal friends, because sometimes I’ll just feel like I know that if I text again, I’m gonna feel bad about me.” – Josh [24:24]
  • “If there’s somebody I hate...I delete their phone number for my own safety.” – Claudia [23:41]

8. Podcast Guest Highlights & Drake & Josh Reunion [26:10–29:27]

• Good Guys podcast high points: Hilary Duff, Stamos, Francia Raisa, Selena Gomez, and especially the Drake Bell reunion.
  • "We were kids…pitted against each other…It makes me so happy to have a great relationship with him." – Josh [27:43]
• Claudia praises Josh’s memoir, especially for its depiction of child stardom and weight struggles.

9. Celebrity Weight Loss & Inner Work [30:14–34:54]

• Jelly Roll’s transformation spurs discussion of weight, addiction, and healing journeys.
• Josh shares his own history with food, addiction, and ongoing personal growth:
  • “Getting sober is sort of the prerequisite, and then it allows you to start doing the inner work and the growth.” – Josh [34:30]

10. Personal Evolution & Family Life [34:55–36:50]

• Josh reflects on self-development through every decade, learning to become a better husband, father, and business partner.
  • “The only way to coast is by going downhill...at every turn, I've had to look at these things.” – Josh [34:52]
• Claudia gushes about Josh's supportive, loving family.

11. Showbiz Stories: Diane Keaton, Robin Williams, Career Goals [36:50–39:46]

• Josh shares working with legends like Diane Keaton and expresses admiration for Denzel Washington and Robin Williams.

12. Dating App Banter: Austin Swift, Celebrity Profiles, & Raya [39:38–43:53]

• Discussion of Taylor Swift’s brother joining Raya, what makes a good celeb dating profile, and the awkward side of dating with fame.
  • “If I was single, honestly, I could go on a date with John Mayer…” – Claudia [44:49]
• Claudia’s and Josh’s celebrity crushes.

13. Male Nannies, “Girly Jobs,” and Gender Stereotypes [46:24–48:43]

• Viral stories about “man-nannies” and gender roles.
  • “I'm sorry. Like, I would prefer to have a female nanny.” – Claudia [47:49]
• Amusing digression on actors (Alice Eve, etc.) and role-appropriate jobs.

14. Nepotism & Next Generations [53:31–56:15]

• The "nepo baby" debate: Josh’s healthy take on privilege, gratitude, and providing for his kids without guilt.
  • “The only cover charge for a great life is giving it away. Like, is gratitude and…helping the people who maybe weren’t as lucky.” – Josh [56:05]

15. Queenie & Weenie of the Week [59:50–64:47]

• Queenie:
  • Katy Perry for “leveling up” with Justin Trudeau (Josh, [59:53])
  • The women of Secret Lives of Mormon Wives for slaying motherhood in the spotlight (Claudia, [60:41])
• Weenie:
  • Parmigiano Reggiano, for upstaging human talent by getting signed to UTA (Josh, [61:28])
  • Ben (Claudia’s husband), for stinking up the house with Thanksgiving turkey content creation (Claudia, [61:47])

16. Thanksgiving Food & Cooking Chops [63:48–65:15]

• Best Thanksgiving sides: green bean casserole (Josh), mac and cheese, mashed potatoes (Claudia).
• “Normalize” roast chicken and steak for Thanksgiving, says Josh.

17. Final Appreciation

• Josh credits Claudia for sparking the now-successful partnership with Ben that led to The Good Guys.
  • “You were really the one who…said my audience loves you separately. You guys should have a podcast together.” – Josh [65:34]

Notable Quotes & Memorable Moments

• On Friendship & Work:
  “This friendship is more important than the pod.” – Josh [03:08]

• On Parenting Inspiration:
  “Watching you and Ben as parents, it’s so beautiful, you guys…There are two very revealing sort of benchmarks in people’s life. It’s who they choose to be their partner throughout their life and then how they are with their kids.” – Josh [56:17]

• On Growth:
  “Relentless growth. The only way to coast is by going downhill.” – Josh [34:52]

• On Nostalgia:
  “We just wanted people to listen to it and go, like, ugh. Like the feeling of everything…nostalgic, fun…just got home from school.” – Josh about The Good Guys theme song [42:13]

• On Setting Boundaries in Acting:
  “You take the lead, you tell me everything that you’re comfortable and uncomfortable with. Let’s be super clear about it…superseding [the script], I want to honor the actress.” – Josh [11:01]

• On Memorable TV Moments:
  “Our awkward years are in reruns.” – Josh [32:17]

• On Over-Sharing Online:
  “The urge to clear your name when people are talking about you is real...But you look so crazy.” – Claudia [21:41]

Timestamps for Important Segments

• [00:33] – Claudia introduces Josh and the dynamic with Ben
• [03:08] – Josh on friendship over podcast success
• [04:30] – “Beta Boys” energy in podcasting
• [05:05] – 7-Eleven birthday party recap
• [08:11] – Realities of acting and on-set relationships
• [15:43] – Fast5: Celebrity breakups – Chase Stokes & Kelsey Ballerini
• [21:41] – Social media drama and “urge to clear your name”
• [26:10] – Good Guys podcast highlights & Drake and Josh reunion
• [30:14] – Jelly Roll’s weight loss and personal growth
• [34:52] – Josh on sobriety and self-improvement
• [39:38] – Austin Swift on Raya, celebrity dating-app banter
• [44:49] – Dating for fame, celebrity crushes
• [46:24] – Male nannies and “gendered” jobs
• [53:31] – Nepotism, privilege, gratitude, and raising kids
• [59:50] – Queenie & Weenie of the Week segment
• [63:48] – Best Thanksgiving sides and home cooking

Episode Tone

Humorous, self-aware, warm and candid. The rapport between Claudia and Josh is playful and teasing, yet layered with real respect and affection for each other, for Ben, and for the shared communities of their shows.

For Listeners Who Missed The Episode

This episode offers a mix of industry insight, personal storytelling, fun pop culture analysis, and relatable confessions about friendship, jealousy, parenthood, and growth. Whether you love podcasts, are grappling with boundaries in adult friendships, or just want a good laugh about turkey-induced household chaos—the conversation is lively, real, and entertaining from start to finish.

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