The Toast – “Things That Needed To Be Said”

Hosts: Jackie & Claudia Oshry
Date: Monday, October 20, 2025
Podcast: The Toast (Dear Media)

Episode Overview

This episode of The Toast kicks off the week with Jackie and Claudia reuniting in New York. They bring their signature banter and energy as they discuss personal updates, celebrity news, pop culture moments, and social media drama. The theme of the episode is authenticity: saying what needs to be said, even if it comes across as unpopular or negative. From Jackie’s maternity leave plans and post-LA reflections, to spirited debates on celebrity feuds, red carpet fashion, and reality TV, nothing is off-limits.

Personal Updates & Life Catch-Up

[00:25 – 04:44]

• Jackie is back in New York, thrilled to be home after an anxiety-filled LA stint.

  • LA’s time zone and lifestyle were “bad for business.”
  • “Nobody wants to work these days.” – [00:43] Jackie
  • Flood in Jackie’s house and broken washing machine fixed; Bruno (her “doula dog”) is helping her through late-stage pregnancy.

• Claudia recounts her rough solo weekend (Ben away at a wedding) and first experience with postpartum anxiety.

  • “It’s seriously crippling… not me breathing like one, two, three. It was horrible.” – [01:55] Claudia
  • Reflects on finding joy at home and shares that work in New York gives her purpose and happiness.

• Jackie’s view on maternity leave:

  • No firm end date: “I’m just sort of here until I can’t no more. If things like this [like a migraine] are going to happen…I might just, like, run out of gas.” – [03:07] Jackie

• Claudia apologizes to prospective guest co-hosts she had booked then cancelled, as Jackie’s not quite leaving yet.

  • Running joke: “If I do stop podcasting, it doesn’t mean necessarily that I gave birth…but I just, like, gave out. I gave up.” – [04:02] Jackie

Weekend Rewind: TV & Pop Culture Consumed

[04:50 – 08:44]

• Chad Powers on HBO:

  • Claudia is obsessed, surprises Jackie with factoids about the cast (e.g., Mark Sanchez’s wife is on the show).

• Catching up on reality shows:

  • Claudia finished "Love is Blind" and "Nobody Wants This," while Jackie watched DCC Season 2.
  • Both discuss a viral TikTok from Molly Mae’s new documentary, highlighting how “modeling is actually hard.”

• Reflections on modeling and photo shoots:

  • Both hosts joke about modeling being a “hard job,” referencing their own limited experiences and how even quick shoots are exhausting.
  • “Stop asking us to be in your photo shoot. It’s so annoying. Check on your local models.” – [08:31] Jackie

On Returning Home – The Importance of Place and Family

[08:44 – 11:36]

• Claudia discusses bringing her dog Romeo home after LA, underscoring the feeling of “completeness” when the whole family is together.

• Both hosts celebrate the stability and comfort of New York.

  • “You need to leave your home to appreciate your home, you know?” – [09:43] Claudia

• LA’s downsides are humorously compared to New York’s charms.

  • “You should see what the people in LA are living like. Horrible. Horrible.” – [09:56] Jackie

Fast Five Stories

[12:06 & 16:43 onward]

1. The Great Louvre Jewelry Heist

[16:43 – 23:29]

• Major jewels from Napoleon’s collection at the Louvre were stolen by thieves disguised as construction workers.
• The hosts riff on the heist’s cinematic nature, referencing movies like “Ocean’s 11.”
  • “It’s literally a movie… All you need is to buy a construction vest on Amazon and take a forklift up…” – [18:19] Jackie
• Criticism of museum security and the likelihood of recovering the jewels:
  • “They take them apart and sell them for parts…they’re already on the black market.” – [19:14] Claudia

2. Selena Gomez & Hailey Bieber – Rivalry Rekindled

[23:40 – 30:03]

• Hailey Bieber’s Wall Street Journal interview spurs new drama when a reporter injects Selena Gomez comparisons.

• Hailey avoids the drama; Selena responds publicly:

  • “It’s always annoying being pitted against other people. I didn’t ask for that.” – [24:04] Hailey (quoted by Claudia)
  • “Not her calling Hailey Bieber stupid and then saying ‘be kind.’” – [26:32] Claudia

• Jackie and Claudia strongly defend Hailey; criticize Selena’s public response as “victim antics.”

  • “Selena’s so desperate to be a victim. I cannot take it.” – [26:50] Claudia

3. Academy Museum Gala 2025 – Fashion & Celebrity Sightings

[30:10 – 35:40]

• Commentary on the gala’s elite red carpet:
  • Kim Kardashian wore a “sheet over her face,” drawing mockery.
    • “Her fashion like, low key sucks for somebody who’s like so obsessive fashion, she like never slays.” – [31:15] Claudia
  • Praise for Kaia Gerber’s look, speculation on how she looks even more beautiful.
  • Hailey Bieber and Kendall Jenner both received fashion commentary from the hosts.
• Discussion on the appropriateness of bringing “Chicken Shop Date’s” Amelia Dimz to interview, arguing some events should retain mystery.

4. Kylie Cosmetics 10-Year Party & The King Kylie Era Nostalgia

[43:42 – 53:03]

• Kylie Jenner’s 10-year anniversary “King Kylie” party drew celebrities and creators, including surprise appearance by Matty Healy.

• Jackie and Claudia are underwhelmed by Kylie’s latest moves:

  • “I’m hating everything Kylie’s doing this week… She’s so much better than this.” – [47:37] Claudia
  • They question if they’re just being haters or if the party and TikTok-heavy guest list really are tacky.

• Sidebar: Blac Chyna calls Rob Kardashian “her person”:

  • The hosts discuss the prospect of Rob & Chyna’s reconciliation, with guarded optimism but skepticism due to past lawsuits.

5. Bridget Ball’s Battle with Cancer Featured in Vogue

[53:32 – 56:57]

• Content creator Bridget (of @Bridget, owner of The Bar sweatshirts) shared her cancer journey in a Vogue feature.
• Both hosts express admiration and joy at her recovery, emphasizing the importance of these kinds of stories in women’s media:
  • “These are exactly the stories Vogue needs to be publishing.” – [55:08] Jackie

Tangents, Memorable Moments & Notable Quotes

• On modeling:
  “Nobody wants to hear how hard it is to be a model. But just know. I know.” – [07:10] Jackie

• On Selena Gomez vs. Hailey Bieber:
  “Just leave the girl alone. She can say whatever she wants. Doesn’t affect my life whatsoever. It’s just about relevance, not intelligence. Be kind…” – [26:17] Selena (quoted via IG story)
  “Not her calling Hailey Bieber stupid and then saying, be kind.” – [26:32] Claudia

• On red carpet mystery:
  “What’s cool about this event is we have no idea what it is. Don’t open the curtain, don’t speak…” – [34:31] Claudia

• On being genuine:
  “If you want to hate something but don’t want to be mean, say: ‘This isn’t inspiring.’” – [52:43] Claudia

• On breakups in “Love is Blind”:
  “You are allowed to break up with a partner. That doesn’t make you a bad person.” – [60:10] Claudia

• On maternity leave:
  “In the past, I’ve always felt like I want to like have a hard stop so I can say my peace and say my goodbyes…But this time, no.” – [03:42] Jackie

• Closing sentiment (ep title theme):
  “It needed to be said. Kind of the theme of things that needed to be said.” – [64:18] Claudia

Timestamps for Key Segments

• [00:25] – Show resumes in New York: LA reflections & maternity leave
• [01:35] – Claudia’s firsthand experience with postpartum anxiety
• [04:50] – TV recap: “Chad Powers,” reality shows, Molly Mae doc drama
• [06:57] – Modeling struggles and jokes about photoshoots
• [09:03] – Claudia brings Romeo the dog home (“factory reset”)
• [16:43] – Fast Five stories begin (post-advertisements)
• [16:53] – Louvre heist breakdown and hot takes
• [23:40] – Selena vs. Hailey media drama
• [30:10] – Academy Museum Gala red carpet discussion (Kim, Kaia, etc.)
• [43:42] – Kylie Cosmetics party and Blac Chyna/Rob Kardashian rumors
• [53:32] – Bridget Ball’s cancer journey featured in Vogue
• [57:01] – Love is Blind breakup debates
• [64:18] – Reflecting on candor: “Things that needed to be said”

Episode Tone & Style

• Conversational, unfiltered, and comedic: The sisters spar, riff, and don’t hesitate to dig into negative opinions, all the while remaining self-aware.
• Strong pop culture focus: Celebrity, social media, and reality TV are all fair game.
• Supportive and honest: Both are transparent about their personal highs and lows (anxiety, maternity, family life).
• Meta-commentary: They poke fun at influencer culture, podcasting, and the expectations of their audience.

For Listeners Who Missed the Episode

This episode is a whirlwind through the latest pop culture headlines, as filtered through Jackie and Claudia’s uniquely honest and sometimes spicy lens. It’s about confronting hard truths, from reality TV relationships and influencer drama, to the subtler anxieties of life and career. You’ll walk away with a sense of both the current celebrity climate—and the personality-driven world of The Toast itself.

Best Quote to Sum Up the Episode:
“It needed to be said. Kind of the theme of things that needed to be said.” – [64:18] Claudia