This week on Feedback, Ira sits down with former Harper's Bazaar editor Chrissy Rutherford and fashion commentator John Villa to break down what's happening in the fashion streets. From the magazine covers that still make them stop and buy to why celebrity style feels increasingly uninspired, they unpack the trends, tastemakers, and internet personalities shaping fashion today. Plus, they get into Timothée Chalamet, newsletters, Sex and the City, and why, if you want to make it in fashion, you have to go outside.

00:00 The Odyssey and Nolan's Greatest Hits

04:47 Summer Time Do's and Don'ts with Chrissy and John

10:07 Shein, 7 Jeans, and Every Brand in Between

16:57 Magazines vs. Influencers

22:25 Magazine Editors & Iconic Covers

31:44 Queer Fashion & Heated Rivalry

37:01 Press Tours, Timothée Chalamet & Celebrity Fashion

47:01 The Reality of Celebrity Styling

50:15 Influencer Culture vs. The Fashion Industry

59:04 FWD JOY, Newsletters & Building a Brand

01:02:46 Knicks Jerseys... It's Still That Deep

01:06:48 Carrie Bradshaw & Knowing Your References

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Crossword constructor Natan Last joins Ira for a conversation about taste, culture, and the surprising power of play. They discuss how crossword puzzles shape the cultural canon, why every clue has a point of view, and what it means to create work that reflects your own voice. Natan also revisits the moment he made Ira a clue in The New York Times crossword. Plus, they get into AI, the COVID game boom, and why making a crossword is a lot like creating the perfect mixtape.

00:00 Intro

04:39 Discovering Crossword Construction with Natan Last

06:52 Publishing a New York Times Crossword at Sixteen

12:20 How Crosswords Changed With Pop Culture

17:10 Editors, Constructors & Finding Your Voice

21:11 Ira Becoming a Crossword Clue

27:16 Writing for The New York Times vs. The New Yorker

30:04 Editorial Choices and the Politics of Clues

35:35 The Surprising History of the Crossword Craze

42:01 Building the Next Generation of Crossword Solvers

44:29 Learning From Will Shortz

48:24 AI, Authorship & the Future of Crosswords

53:21 Writing Longhand, Toni Morrison & Creative Process

58:42 Rap, Poetry & the Joy of Wordplay

1:02:21 Favorite Crossword Clues

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This week on Feedback, Ira sits down with Vanity Fair contributing editor and author Anna Peele to unpack her new book, Enter the Villa, and dissect the cultural phenomenon of Love Island. Together, they break down the show's psychological impact and question if a show this consuming can be made without destroying its stars' lives. They also discuss the art of the celebrity profile, including Anna's infamous 2015 Miles Teller interview that terrified a generation of publicists.

00:00 Welcome to Feedback with Ira Madison III

04:50 From Vanity Fair Feature to Writing 'Enter the Villa'

06:51 Ariana Madix, Producer Manipulation, and Islanders' Well-being

07:49 The Psychological Impact of Love Island

09:22 Racial Diversity Across Bravo's Reality Shows

12:20 Auditioning and Diverse Casting in the Villa

14:49 Love Island Fandom Backlash, Subreddits, and Online Discourse

17:54 Which Love Islander Would Anna Cast in 'Cats'?

21:11 PPG's Response to Anna’s Book

23:36 Dissecting Rob’s Gameplay on Love Island and Traitors

26:08 Real Housewives of Beverly Hills and the Future of Dorit Kemsley

30:16 Ira Was Blindsided on Fox’s Reality Competition, 'The Floor'

35:10 Reality Show Set Rules and Misconduct

40:48 The Changing Stakes of the Contemporary Celebrity Profile

41:47 Revisiting the Infamous 2015 Miles Teller Esquire Interview

44:02 Profiling Charli XCX and the Brat Era

51:11 Securing the Elusive Bianca Censori Interview

55:21 The Nostalgia and Identity of Classic Men's Magazines

01:02:22 Nancy Jo Sales’ Legendary Leonardo DiCaprio Profile

01:10:03 The Real Housewives Ultimate Girls Trip: Roaring 20th

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