The Problematic Gringo: Thursday, May 1st, 2025

Kelly Clarkson’s new song ‘Where Have You Been’ inspired by Meryl Streep and Martin Short (New York Post) (23:10)Ed Sheeran Presses ‘Play’ on Upcoming Album With Nostalgic Single ‘Old Phone’ (Rolling Stone) (29:23); Ed Sheeran Resurfaces Throwback Taylor Swift Selfie and Past Kanye West Joke (People)‘Southern Charm’ Alum Naomie Olindo Is Dating Brooks Nader’s Ex-Husband Billy Haire (Us Weekly) (33:59)Ice Spice Goes Instagram Official With New York Jets Star Sauce Gardner (E! Online) (37:10)Kelsea Ballerini Reveals She Auditioned to Play Jennifer Coolidge’s Assistant on The White Lotus Season 2 (People) (47:25)Queenie and Weenie of The Week (52:03)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Tom Cruise and Ana de Armas enjoy helicopter ride before swanky birthday dinner in London (Page Six) (20:15)Bill Belichick releases statement after CBS interview with girlfriend Jordon Hudson (USA Today) (27:45); Rob Gronkowski, Julian Edelman weigh in on Bill Belichick’s interview drama (Page Six)Kylie Jenner and Timothée Chalamet Share a Courtside Kiss at Lakers Game (People) (36:50)James Marsden Finally Answers The Notebook Fans’ Burning Question – Should Allie Have Ended Up With Lon or Noah? (People) (43:53) Meet the Nine Perfect Strangers Season 2 Cast (People) (50:33)Summer House Recap (53:20)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Sydney Sweeney gets close to co-star Brandon Sklenar at Stagecoach (Page Six) (24:32)Meghan Markle Says Harry 'Slayed the Dragon, Saved the Princess' for Their Marriage (People) (31:59)‘Desperate Housewives’ Offshoot ‘Wisteria Lane’ In Works At Onyx (Deadline) (41:26) Katy Perry Says She’s Been ‘Battered and Bruised’ by Backlash (Variety) (47:45)Brittany Cartwright brutally shades ex Jax Taylor’s sex skills on ‘WWHL’ (Page Six) (54:11)The Valley Recap (58:34)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Beyonce Struggling To Sell Tour Tickets (TMZ) (15:56)B.J. Novak is Dating Delaney Rowe (Page Six) (24:28)Martha Stewart Admits She’s Never Ordered Food Delivery (Page Six) (29:31)JoJo Siwa and Chris Hughes Reveal Relationship Status After Celebrity Big Brother UK (E! Online) (32:28)Pregnant Lele Pons Slips and Falls Twice During Gender Reveal (People) (44:28)Dear Toasters Advice Segment (51:26)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Stagecoach 2025 Recap (21:15)Dorit Kemsley files to divorce PK after his steamy makeout with 'Amazing Race' star (Page Six) (30:27)Imrul Hassan Addresses Absence in Summer House Cast Photo Following the Reunion (Reality Blurb) (35:27)Browns draft Sheduer Sanders (CBS Sports) (45:20)Bill Belichick's girlfriend, Jordon Hudson, awkwardly interrupts his CBS interview to shut down relationship question (Page Six) (54:43)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Time100 Gala 2025 (18:25)Billy Ray Curys reveals text from Elizabeth Hurley that ignited romance after being 'knocked down' amid Firerose divorce (Page Six) (25:59)Sophie Turner sparks breakup rumors with aristocrat boyfriend Peregrine Pearson after nearly 2 years of dating (Page Six) (31:15)'Royal Pains' Reboot Starring Mark Feuerstein In Works at NBC (Deadline) (34:12)How influencers are the reason for rise in shark attacks (NY Post) (43:59)Queenie and Weenie of The Week (49:13)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Teddi Mellencamp gives 'exciting' update on stage 4 cancer battle after revealing 50/50 odds (Page Six) (19:48)George Clooney makes unbelievable claim about marriage to wife Amal (Page Six) (25:33)Jimmy Kimmel to Produce Hulu Docuseries Starring Model Sisters Brooks, Grace Ann, Mary Holland and Sarah Jane Nader (Variety) (31:09)Mel Owens Former NFL Player Joins 'The Golden Bachelor' (TMZ) (37:39)Paige DeSorbo dismantles 'liar' ex Craig Conover's 'Southern Charm' reunion claims on 'WWHL' (45:08)Summer House Recap (49:32)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Timothee Chalamet's mom reveals what she really thinks of Kylie Jenner (Page Six) (25:58)Eagles QB Jalen Hurts quietly marries Bry Burrows (Page Six) (32:23)Penn Badgley Shares 'the Struggle' of Dating Blake Lively While Filming Gossip Girl (PEOPLE) (37:52)Sebastian Maniscalco To Star in Apple's First Original Scripted Podcast 'Easy Money: The Charles Ponzi Story' (Deadline) (42:53)Khloe Kardashian Announces New 'Very Excellent' Kardashians Hulu Spinoff Calabasas Behind the Gates (PEOPLE) (50:29)The Valley Recap (55:14)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Demi Moore is World's Most Beautiful (PEOPLE) (19:05)Khloe Kardashian Launches Khloud Protein Popcorn That Snackers 'Don't Have to Feel Guilty About' (PEOPLE) (26:45)Academy Sets New Oscars Rules for 2025 (Variety) (34:04)Kevin Costner steps out for lunch with mystery woman after Jennifer Lopez dating rumors (Page Six) (37:28)'Tiger King' star Joe Exotic gets married behind bears to inmate doing time for immigration crimes (NY Post) (45:10)Dear Toasters Advice Segment (51:31)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Pope Francis Dies at 88 Right After Easter (PEOPLE) (26:18)Elizabeth Hurley and Billy Ray Cyrus spark romance rumors with kissing photo on Easter (Page Six) (37:11)Kristen Stewart marries fiancee Dylan Meyer in intimate ceremony at LA home (Page Six) (42:13)Aaron Rodgers gives rare insight on his 'serious' new relationship with mystery woman (Page Six) (50:40)Sutton Stracke is giving Garcelle Beauvais 'the space she needs' after suspected friendship fallout (Page Six) (58:05)The Toast with Jackie (@JackieOshry) and Claudia Oshry (@girlwithnojob) Lean InThe Camper and The Counselor by Jackie OshryMerchThe Toast PatreonGirl With No Job by Claudia OshrySee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.