The Toast – "Re-Signing NOT Resigning": Wednesday, October 1, 2025

Podcast: The Toast
Hosts: Jackie & Claudia Oshry
Date: October 1, 2025

Overview

This episode of The Toast centers around themes of renewal, change, and resilience. Jackie and Claudia celebrate major personal and professional milestones: re-signing their Dear Media contract, grappling with changes in motherhood and health, discussing atonement ahead of Yom Kippur, and sharing big pop culture stories, including the latest in the world of celebrities and a robust recap of Dancing with the Stars’ latest episode. As always, the sisters’ humor, candor, and chemistry drive a lively, relatable conversation.

Key Discussion Points & Insights

1. Major Toast Announcement: Re-signing with Dear Media

• Renewed Contract:
  • Jackie and Claudia announce they’ve “re-signed” (not resigned) with Dear Media, marking another three years with their podcast network.
  • “We are re-hyphen-signing, hyphens, Matthew. Dear Media. As the same like happened last time, nothing’s gonna change here at The Toast.” — Claudia (03:15)
  • The duo reflect on their gratitude for their network and express excitement for more episodes, sponsors, and "pargy content.”

2. Yom Kippur and Personal Reflections

• Atonement & Intentions:
  • They acknowledge Yom Kippur, sharing what they want to leave behind and improve next year.
  • “I would rather be podcasting for 24 hours straight...than fasting, cleansing ourselves from our phones, atoning for our sins, praying, begging for forgiveness.” — Jackie (01:24)
  • Claudia humorously apologizes for “making people belly laugh while they’re driving” and vows to “bring in a pargy new contract” (01:39).
  • Both offer candid admissions about personal shortcomings and intentions to be less snappy (Claudia) and a more present friend (Jackie).

3. Claudia’s Postpartum Update: The Return of Her Period

• Personal Milestone:

  • Claudia shares, with signature wit, that she got her period again after 413 days postpartum:
    • “I got my period. Let me tell you something. I was wearing my favorite hydrangea pajamas...I look down, there’s a red hydrangea in the crotch.” — Claudia (04:52)
  • They reflect on how periods feel post-birth, adjustment to new health realities, and the “new cycle” theme:
    • "It's perfect timing because it's like this cleanse... it's a new cycle, it's a new season, it's a new year, it's a new contract, and it's a new period." — Jackie (08:11)

• Period Sweater Lore:

  • Deep Toast lore about Claudia’s “period sweater” — including its history, symbolism, and an offer from Jackie to buy her a new one for this era.

4. Fast Five Stories: Pop Culture & Celebrity News

[19:34] 1. Keith Urban & Nicole Kidman Divorce Rumors

• Rumors & Reaction:
  • Rumors in Nashville that Keith Urban’s split from Nicole Kidman is due to another woman.
  • Claudia disappointed: “This is one of the first times I’ve felt let down by the phrase ‘trust your faves’.” (22:58)
  • Deep dive into his supposed on-stage lyric changes, Nicole’s net worth ($250M vs. Keith’s $75M), and theories on the relationship timeline.

[29:09] 2. Luke Combs Releases New Music, Takes on Taylor Swift Release Day

• Country vs. Pop Powerhouse:
  • Luke Combs releases three new songs, unfazed by Taylor Swift’s dominating "Life of a Showgirl."
    • “If I was Taylor, I’d be shaking in my boots...he’s kind of the biggest artist in the country.” — Claudia (30:15)
  • The duo discuss artist strategies around release windows, the sincerity of Combs’ approach, and excitement for new music.

[34:40] 3. Nader Sisters Drama: Grace Ann Reveals Brooks' Relationship

• Family Gossip:
  • Grace Ann Nader exposes Brooks’ romance with tennis star Carlos Alcaraz, causing a temporary block on social media.
  • Jackie: “Other sisters would never...this is not something a sister does.” (35:42)
  • Discussion on handling family publicity vs. personal loyalty.

[40:15] 4. Lola Young Cancels Upcoming Events After Onstage Collapse

• Health & Vulnerability in Music:
  • Lola Young announces a hiatus after fainting on stage due to health struggles.
  • Claudia draws comparisons to Lewis Capaldi and Amy Winehouse (same manager, Nick Shymansky), voicing concern for young stars under intense pressure.

5. Dancing with the Stars Recap

[50:14]—End

Theme: Tiktok Night

• The episode leaned heavily into TikTok themes, from creator cameos to overtly sponsored segments.
  • Jackie: "Was it sponsored by TikTok? It was giving like, literally Chinese Communist Party, like coming for American talent." (51:07)
• Discussion on the balance between appealing to Gen Z and longtime viewers.

Who Went Home?

• Lauren Jauregui (Fifth Harmony) eliminated after performing to a Fifth Harmony song, with her old group watching in the audience.
  • “What is more Fifth Harmony than Fifth Harmony showing up the night Lauren Jauregui gets sent home?” — Claudia (58:08)
• Andy and Lauren tied in judges’ scores, but Andy’s growing fan base keeps him safe.
• Reflecting on Scott Hoying’s improvement and speculation on future eliminations.

The Pros’ Influence

• Debate over how much pro dancers impact their partners’ journeys, with Whitney (Robert Irwin’s partner) singled out as a standout choreographer.
• Discussion of Mark Ballas’ “cherry-picking” controversy and the advantages of having experienced pros over “newbies.”

Contestant Highlights & Analysis

• Breakdowns of each contestant: strengths, dance styles, and best moments.

  • “Jordan Chiles went from zero to hero...she’s in contention to win now.” — Jackie (55:13)
  • “Robert Irwin...last night he was handsome...he’s 21?!” — Claudia (70:01)
  • Hilaria Baldwin surprisingly strong but possibly hampered by limited fanbase.

• Critical of scoring disparities, especially for technically gifted contestants like Whitney.

  • “There has to be room for improvement...but don’t cast someone like Whitney if you’re not willing to give her her flowers.” — Jackie (64:22)

• Judges’ antics and audience energy discussed with trademark snark.

  • Claudia joking about rushing to the bathroom during less exciting performances (68:52).

Looking Ahead

• Predictions for who might be eliminated next week, and gripes about pro pairings (Jen Affleck stuck with a “new” pro—“a walking oxymoron”).

Notable Quotes & Moments

• On Podcast Renewal:
  “We are company gals. We’re coming home to Dear Media. Like, home is where the heart is.” — Jackie (02:43)

• On Periods & Symbolism:
  “It’s a new cycle, it’s a new season, it’s a new year, it’s a new contract, and it’s a new period.” — Jackie (08:12)

• On Keith Urban/Nicole Kidman Rumors:
  “This is one of the first times I’ve really felt let down by the phrase ‘trust your faves’.”— Claudia (22:58)
  “How does Nicole Kidman have so much money?!” — Claudia (26:04)

• On DWTS Pros:
  “The disparity between the pros is unfair...Jen Affleck should not be with the newbie.” — Jackie (55:13)

• On Judging DWTS:
  “It’s not equal, it’s not a meritocracy.”— Jackie (64:36)
  “The concept of having a new pro is like a walking oxymoron. Like, new pro.” — Claudia (73:57)

Timestamps for Important Segments

• 00:26 – Opening banter; Yom Kippur and fasting discussion
• 01:39 – Annual apologies and intentions for the coming year
• 02:19 – Toast signs new Dear Media contract
• 04:03 – Claudia’s “big announcement”: her period returns post-pregnancy
• 08:07 – Themes of renewal: new year, new contract, new period
• 12:00 – More personal atonements & friendship talk
• 19:34 – Fast Five Stories segment begins
• 19:34 – Keith Urban/Nicole Kidman update
• 29:09 – Luke Combs music drop against Taylor Swift
• 34:40 – Nader sisters drama
• 40:15 – Lola Young’s health news
• 50:14 – Dancing with the Stars recap
• 53:03 – Contestant-by-contestant breakdown
• 60:28 – Analysis of eliminations and votes
• 68:41 – Final thoughts on Andy’s trajectory
• 74:32 – Episode wrap-up and pre-Yom Kippur sign-off

Tone & Style

• The sisters’ banter is high-energy, irreverent, and playful, with quick wit and affectionate jabs.
• Strong pop culture analysis mixed with personal anecdotes and inside jokes (“pargy” = party/great, “company gals,” “period sweater”).
• Transparent about personal lives while keeping discussions light and humorous, even when tackling serious topics like health and atonement.

For New Listeners

If you missed this episode, you’ll get up to speed on:

• The significance (and wordplay) of the Toast’s contract renewal
• Candid, comedic postpartum health chat
• The week's juiciest celebrity news
• Comprehensive, passionate Dancing with the Stars recaps—complete with contestant gossip and scoring drama
• Reflections on forgiveness, change, and supporting women in media

The Toast remains the go-to for pop-culture savvy, sisterly camaraderie, and brisk, insightful coverage of all things trending.

End of summary.