Whoopi Was Robbed: Tuesday, May 12th, 2026
Episode of The Toast · May 12, 2026 · 1 h 3 min
Sisters Claudia and Jackie Oshry discuss the 2026 Sports Illustrated Swimsuit covers, TV upfronts, Kylie Kelce's Webby win, Benedict Cumberbatch's road rage, and listener advice.
Summary
Claudia and Jackie Oshry opened the episode joking that Whoopi Goldberg had made the Sports Illustrated Swimsuit cover before chatting about meatballs and pizza nights. Claudia gave an update on a vape found in her baby's crib at a New Jersey hotel, saying she ultimately received a full refund, and Jackie argued that James Charles's viral TikTok rant about a laid-off Spirit Airlines worker's GoFundMe request was deliberate bait for backlash.
In the news segments, the hosts discussed the four 2026 Sports Illustrated Swimsuit covers (Hilary Duff, Alix Earle, Nicole Williams English, and Tiffany Haddish). Claudia called the choices safe and trend-following, and Jackie repeated her objection to multiple covers while praising Earle's shoot. They reviewed NBCUniversal, Fox, and Amazon upfront announcements, including a Bravo series seen as a play on The Secret Lives of Mormon Wives and Amazon's Reality Retreat, which both hosts dismissed. They also mocked Kylie Kelce's five-word Webby speech, talked about a video of Benedict Cumberbatch arguing with a cyclist, which led to a tangent on the names Benedict and Adolf, and discussed Florence Pugh's casting in a film adaptation of The Midnight Library.
The episode closed with the Dear Toasters advice segment. The hosts answered letters about mysterious wilted Mother's Day flowers sent from a husband's company, a husband who presented an Amazon ring in a jeweler's box, and a husband secretly vaping. The hosts repeatedly stressed that the lying was worse than the underlying behavior.
Chapters
- 0:25
Cold open and weeknight dinners
The hosts joke about the Sports Illustrated covers and chat about meatballs, Zabar's, and pizza nights.
- 5:03
Hotel vape update
Claudia updates listeners on the vape found under her baby's crib mattress at a hotel and says she received a full refund.
- 8:45
James Charles GoFundMe rant
The hosts discuss James Charles's TikTok rant about a GoFundMe request, and Jackie argues he wanted the backlash.
- 18:58
2026 Sports Illustrated Swimsuit covers
The hosts assess the four cover models and lament that the franchise no longer takes risks or picks a single cover star.
- 26:25
TV upfronts
The hosts recap NBCUniversal, Fox, and Amazon upfront announcements, including new reality shows and cancellations.
- 32:56
Kylie Kelce's Webby speech
The hosts react to Kylie Kelce's five-word Webby speech and brainstorm their own.
- 37:54
Benedict Cumberbatch road rage
The hosts discuss the actor's argument with a cyclist and digress into the legacy of the names Benedict and Adolf.
- 48:57
The Midnight Library adaptation
The hosts discuss Florence Pugh's casting as Nora Seed and actresses who gravitate to book adaptations.
- 51:44
Dear Toasters advice
The hosts answer three listener letters about mystery flowers, a fake ring, and a husband secretly vaping.
Key points
What was said, by whom, with the exact words. Timestamps jump to the moment.
- Claudia Oshry
Claudia Oshry said the hotel where a vape was found in her baby's crib ultimately gave her a full refund, and she urged mothers not to underreact in similar situations.
“let this be your sign to all the mamas out there, you're not underreacting and you should make it a bigger deal”
- Jackie Oshry
Jackie Oshry argued that James Charles deliberately courted backlash with his GoFundMe rant.
“My take is he wants to get backlash. No person in their right mind goes on a rant like that”
- Claudia Oshry
Claudia Oshry argued that attracting backlash is a sign that an influencer has real influence.
“It's like a signal that you are, you know, have an impact that you have influence”
- Claudia Oshry
Claudia Oshry warned that people with a platform must be careful about sharing GoFundMe campaigns because scams occur.
“there is a fair amount of scamming that goes on on gofundme so when you are a person with a platform you do have to be really careful about which ones you post”
- Claudia Oshry
Claudia Oshry said Sports Illustrated should have put Alix Earle on the cover earlier, when it would have been a risk.
“They should have been brave and taken a chance on a young influencer then. Because now it's like, well, yeah, obviously”
Listen from 19:30 · 2026 Sports Illustrated Swimsuit Issue covers
- Jackie Oshry
Jackie Oshry suggested that Hilary Duff's selection was driven by PR around her tour.
“Hilary Duff is on a tour, so we'll put her on the cover, even though last year she would've never been considered because she's not doing press”
Listen from 19:50 · 2026 Sports Illustrated Swimsuit Issue covers
- Claudia Oshry
Claudia Oshry argued that a cover shared among several models cannot become iconic.
“We're never going to get an iconic cover ever again. Nothing can be iconic when you're a part of a group”
Listen from 23:48 · 2026 Sports Illustrated Swimsuit Issue covers
- Claudia Oshry
Claudia Oshry observed that the 2026 covers suggest the body positivity movement has fallen out of fashion.
“I think these covers really do also reflect that like the body positivity movement like is over”
Listen from 24:35 · 2026 Sports Illustrated Swimsuit Issue covers
Linked moment · 28:47Skip to 28:47 using a listen link in the info box.
Claudia OshryClaudia Oshry argued that Bravo, once the trendsetter in unscripted TV, is now following trends set by Hulu.
“Bravo's always been, like, setting the trends. Now they're sort of following them”
- Claudia Oshry
Claudia Oshry argued that The Traitors raised the bar for reality-star ensemble shows, making lesser formats like Reality Retreat unappealing.
“And then Traders really sort of leveled up that genre of show, where it's like, we can't just watch garbage like that anymore”
- Claudia Oshry
Claudia Oshry questioned Kylie Kelce's Podcast of the Year win, saying her show's peak was the previous year.
“I also think it's crazy that she won because she didn't have the podcast of the year”
- Claudia Oshry
Claudia Oshry said the road rage headline was misleading because the cyclist appeared to be following Cumberbatch.
“Although I do feel like the headline was misleading. Like the guy was following him, like get away”
Listen from 39:24 · Benedict Cumberbatch cyclist altercation
- Jackie Oshry
Jackie Oshry noted that Benedict Arnold, seen as a traitor in America, is likely regarded as a hero by the British.
“Benedict Arnold, while a traitor to Americans, is probably a hero to the British”
- Jackie Oshry
Jackie Oshry defended The Midnight Library as a very good book that is dark but insightful.
“It's like, it's kind of dark. You know, it's not like super fun, but it's insightful”
- Jackie Oshry
Jackie Oshry advised the postpartum letter writer to give her husband the benefit of the doubt over the mystery flowers.
“I think we just need to just give your husband the benefit of the doubt. Assume that it was a mistake”
- Claudia Oshry
Claudia Oshry recommended contacting the florist first to investigate the mystery flowers.
“if you want to investigate, my first stop would, of course, be the floral shop as well”
- Jackie Oshry
Jackie Oshry said a husband who cannot afford a diamond ring should say so rather than deceive his wife.
“there shouldn't be deception in a marriage like if you can't afford a diamond ring don't”
- Claudia Oshry
Claudia Oshry argued that in the vaping case, lying about a relapse is worse than the relapse itself.
“when will people learn that it's never the crime it's always the cover-up”
People
In the conversation
- Claudia OshryAmerican media personality, podcaster and co-host of The Toast, known as Girl With No Job
- Jackie OshryAmerican podcaster and co-host of The Toast, Claudia Oshry's sister
Discussed
- Whoopi GoldbergAmerican actress and talk show host, subject of the hosts' running joke
- Alix EarleSocial media influencer and 2026 Sports Illustrated Swimsuit cover model
- Hilary DuffAmerican singer and actress mentioned in a tangent about concerts
- Tiffany HaddishAmerican comedian and actress, 2026 Sports Illustrated Swimsuit cover model
- Nicole Williams EnglishModel and WAGS personality, 2026 Sports Illustrated Swimsuit cover model
- James CharlesAmerican beauty influencer
- Kylie KelcePodcaster who won the Webby Award for Podcast of the Year
- Benedict CumberbatchBritish actor
- Florence PughBritish actress cast in The Midnight Library adaptation
- Benedict ArnoldAmerican Revolutionary War general who defected to the British
- David UsheryNew York local NBC news correspondent
Topics
More from The Toast
Can I Get A Hug?: Thursday, October 8th, 2026Oct 8, 2026 · 1 h 5 min
Claudia and Jackie Oshry discuss Joe Manganiello's memoir, Dave Portnoy's feud with Bailey Taylor, Dancing with the Stars running order, Alix Earle, and Disney+ streaming the Super Bowl.
Reale Actives FC: Wednesday, July 15th, 2026Jul 15, 2026 · 54 min
Jackie and Claudia Oshry unveil a studio makeover and discuss Elle, Alix Earle's Time cover, Hailey Bieber's Gap jeans, Summer House, the World Cup, and a Taco Bell-linked parasite outbreak.
Miscellaneous Summer Treats with BSC: Friday, July 10th, 2026Jul 10, 2026 · 1 h 36 min
Jackie Oshry and fill-in co-host Ben Soffer discuss Summer House, Taylor Frankie Paul, Taylor Swift's wedding, LIV Golf and Love Island USA's family night.
Girls Trip to Brisborne: Tuesday, June 30th, 2026Jun 30, 2026 · 1 h 14 min
Claudia and Jackie Oshry discuss Amanda Batula's Summer House exit, Taylor Swift wedding speculation, celebrity news, Love Island USA drama and listener advice.
The Clam Slam Heard Round The World: Friday, June 26th, 2026Jun 26, 2026 · 52 min
Sisters Claudia and Jackie Oshry recap Love Island USA and discuss Tom Sandoval's assault allegations, an Aquamarine series, a Donkey spinoff, and Mitchell Musso's reunion snub.
From the publisher
1. Meet Your 2026 Sports Illustrated Swimsuit Cover Models (Sports Illustrated Swimsuit) (19:00) 2. Inside NBCUniversal, Fox and Amazon's 2026 Upfront (26:26) 3. Kylie Kelce Gives 5 Word Speech After Winning Webby for Podcast of the Year (PEOPLE) (33:18) 4. Biking Benedict Cumberbatch has heated, 10-minute ‘road rage’ fight with cyclist (Page Six) (37:42) 5. Florence Pugh to Star in The Midnight Library Film Adaptation (PEOPLE) (48:59) - Dear Toasters Advice Segment (51:45) The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) The Toast Patreon Toast Merch Girl With No Job by Claudia Oshry The Camper & The Counselor Lean In Learn more about your ad choices. Visit megaphone.fm/adchoices
Summary, chapters and key points were generated from the episode transcript on September 28, 2026. Quotes are checked word for word against the transcript.