Podcast Summary: "Regrets, We Have a Few"

Podcast: The Toast by Dear Media
Hosts: Jackie & Claudia Oshry
Air Date: September 12, 2025
Episode: Regrets, We Have a Few: Friday, September 12th, 2025

Episode Overview

This lively Friday episode of The Toast features Jackie and Claudia chatting about the ups and downs of their week, current pop culture events, significant regrets, and their reactions to the latest reality TV. Their signature humor, candid storytelling, and sisterly banter shine through as they dissect everything from sourdough loaves and celebrity breakups to pop culture queenies and weenies of the week.

Major Discussion Points & Insights

1. Catching Up: End of a Long Week

• The sisters talk about returning to work routines (01:09), adjusting after summer, and the exhaustion of transitions. Claudia mentions it's her second week back as a working mom, which has brought new challenges and productivity (01:35).
• Jackie jokes about "graduating from the week" and the energy shift into the weekend (00:50).
• Claudia teases a forthcoming "major life change," promising details in about three weeks (02:07).

Notable Quote:

• "Congrats to all the grads—you graduated from the week." — Claudia (00:50)

2. Baking Trials and Domestic Life

• A lengthy tangent covers Ben's attempts at making an artisanal loaf of bread—“the loaf is out of the oven,” but it's "flatter than expected" (05:10).
• Discussion about the pride, technicalities, and failures of using a sourdough starter, and how the smell of ruby’s diapers is the latest new-mom joy (07:07).

Memorable Moment:

• "It’s literally the wrong shape. You know, it's not, like, bulbous and tall. It's more flat and wide, like a Frisbee, almost." — Claudia (05:10)

3. Pregnancy & Parenting Anecdotes

• Comparisons of eating out alone while pregnant; how the world treats visibly pregnant women (08:54).
• Jackie discusses the compulsion to touch her pregnant belly and references Meghan Markle criticism (09:50).
• Shares about her child's personality, how Ruby was a "chill baby," and the anticipation of milestones like introducing high chairs (12:01).

4. TV & Entertainment Hot Takes: "Love Thy Neighbor" Recap

• Jackie and Claudia both started the new reality show “Love Thy Neighbor,” centering around Brooks Nader, praising her as a breakout star and dissecting the Nader sisters dynamic (03:02, 54:09).
• Discuss behind-the-scenes realities of reality TV, confusion about living situations, and the authenticity of certain show moments.
• Claudia is obsessed with Brooks' comedic energy and admits the show would fall flat without her (54:09).

Notable Quote:

• "She’s so dynamic. She really can carry an entire show. She’s so funny." — Claudia (54:09)

5. Pop Culture Stories and Couple News

Nina Dobrev & Shaun White Split (18:17)

• Discussion of career priorities driving the breakup, turning gender stereotypes upside-down (19:20).
• Claudia and Jackie break down Nina's cryptic TikToks, speculating on cheating, priorities, and the “role of a lifetime” impact (25:41–27:01).

Harry Styles & Zoe Kravitz Spotted Together (27:53)

• Speculation about their relationship after being seen at an airport; mixed opinions on Harry’s “protective boyfriend” energy (28:33–29:49).
• Commentary on the fleeting nature of pop stardom and taking time off in music careers (30:05–31:12).

Liam Hemsworth Engagement (33:15)

• Reaction to Liam Hemsworth’s new engagement, references to his relationship with Miley Cyrus, and broader observations about career/life choices (34:06–35:16).
• Claudia and Jackie list personal regrets, sparking a lighthearted, Kanye-heavy regrets list (36:08–40:38).

6. The Regrets List: Honest & Hilarious

• Claudia and Jackie share a running gag about keeping a "regrets list," from turning down concerts to missing award shows (36:08–40:38).
• Biggest regret is not auditioning for X Factor, which Claudia insists could have changed her life (39:34).

Memorable Quote:

• "My regrets are extremely Kanye coded." — Claudia (38:11)

7. Queenies & Weenies of the Week

Queenie(s):

• A Florida mom who gave birth to a 13lb, 15oz baby receives Queenie of the week honors (62:45–63:11).
• Honorable mention: Taylor Frankie Paul, “injecting new life into a stale franchise.” (64:50)

Weenie(s):

• Belly from "The Summer I Turned Pretty" for being an annoying main character.
• Kendra Lakari, Grace Ann, and even ChatGPT—criticized for recent performance and giving flawed answers during the week (66:43–67:57).

Notable Queenie Quote:

• "That is Queenie behavior." — Jackie (63:11)

Notable Weenie Quote:

• "ChatGPT has been failing me a lot... I need to switch to a new program." — Claudia (66:44)

Notable Quotes & Timestamps

• On reality TV:
  "There is something to this show. And it is Brooks. She is a star." — Claudia (03:27)

• On bread-making:
  "Between you and I and our millions of listeners ... I'm not impressed." — Claudia (06:07)

• On pregnancy criticism:
  "You really just, like, can't stop touching your belly when you're pregnant. It's just..." — Jackie (10:10)

• On changing relationship dynamics:
  "We're seeing this more, where it's flipping that stereotype... now it's really flipped on its head, where I feel like we're talking a lot more about ... public figure breakups." — Claudia (19:20)

• On regrets:
  "It's important to write them down... because they [regrets] come to mind." — Jackie (40:45)

• On 'Queenies and Weenies':
  "Just giving a platform to a Queenie and a platform to a weenie." — Claudia (62:42)

Timestamps for Key Segments

• Return to routine, secret project: 01:09–02:16
• Bread making & domestic chaos: 04:12–07:15
• Pregnancy/Parenting reflections: 08:48–12:13
• Reality TV & "Love Thy Neighbor": 03:02–03:57, 54:09–61:49
• Nina Dobrev/Shaun White breakup: 18:17–27:40
• Harry Styles/Zoe Kravitz, pop careers: 27:53–31:21
• Liam Hemsworth engagement & regrets: 33:15–40:38
• Nate Bargatze's Emmys charity bit: 41:02–44:02
• Queenie & Weenie of the Week: 62:28–67:57

Tone & Language Notes

• True to their signature style, Jackie and Claudia are irreverent, sisterly, self-deprecating, and pop-culture savvy throughout the episode.
• They favor candid, off-the-cuff commentary, tolerant of tangents and asides, but always circle back to the main stories or themes.
• Running inside jokes and playful self-mockery about regrets and personal chaos keep the dialogue relatable and engaging.

Summary for New Listeners

If you're tuning in for the first time, this episode is a prime introduction to "The Toast": part catch-up with two charming sisters, part rollicking pop culture commentary, and part honest reflection on life's little failures and glories. You’ll leave with the week's celebrity gossip, a list of things you never knew were regrettable, and probably, a craving for sourdough bread.