What's Your Issue?

By Cloud10Comedy Society & Culture History

What's Your Issue? episodes

January 23BONUS: AMA - Olsen Twins, Y2K Fashion Trends, & Reality Shows
In this week's bonus episode, Troy and Dara answer more listener AMA questions, including:
Mary-Kate or Ashley Olsen?

What are some magazine ads that imprinted on you as a tween or teen?

Which style trend would you like to make a comeback?

What's your dream reality show to be on?

Rumors or Stars Are Blind?

What's your favorite thing about each other?
Submit your own AMA question here.
Submit your issue for a future advice column bonus episode here.
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Follow us on Instagram: @whatsyourissueshow
Follow Troy: @troyjeanspears
Follow Dara: @daralaine

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58 min
January 22 Bryant Simmons' Frenemies Call Him a Scammer
There's a new scammer in town!! (allegedly). This week, Troy and Dara break down the Vanity Fair article, "Bryant Simmons’s Frenemies Call Him a Scammer. He Says They’re Just Jealous" by Clara Molot.

A talented stylist accused of swindling Manhattan's fashionable elite, Simmons has all the trappings to become the next great scammer success story. Of course, you can't talk New York City scammers without bringing up Caroline Calloway; plus, Troy and Dara describe some of their own personal con jobs.
Subscribe on Patreon! Our newest exclusive episode: "Heidi Montag: Addicted to Plastic Surgery"
Follow us on Instagram: @whatsyourissueshow
Follow Troy on Insta: @troyjeanspears
Follow Dara on Insta: @daralaine

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1 hr 33 min
January 16 BONUS: 2016 Yearbook
Since everyone else is talking about 2016, we thought we'd try and mooch off the relevant keywords and make a bonus episode about it.

We discuss celebrity couples, The Good Wife, American Idol, Katy Perry at Burning Man, Kim Kardashian's robbery, and more!

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42 min
January 16 Chloë Sevigny, Paris Hilton, Tinsley Mortimer: Dissecting the It Girl
This week, Troy and Dara discuss The New Yorker 1994 article "Chloë's Scene" by Jay McInerny, and New York Magazine/The Cut's 2024 (and recirculated in 2025) profile, "A Suitable Change for Chloë Sevigny" by Emily Gould.
The conversation evolves into a meditation on It Girls:
Paris Hilton and Tinsley Mortimer - It Girls or That Girls?
The It Boy
The It Girl and Existentialism, and
Will society allow the It Girl to become an It Woman?
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1 hr 21 min
January 09 BONUS: Troy and Dara AMA
In our first AMA bonus, we talk about the trouble with biopics, our thoughts on homophobia in the Real Housewives franchises, our favorite high-fashion celebrity brand ambassadors, Lizzie Grubman, what we were like growing up, and more!

Listen ad-free on Patreon!

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1 hr 4 min
January 08 MomTox: Ashley Tisdale, Mandy Moore, and Hilary Duff
This week, we discuss The Cut article that launched a thousand ships: "Breaking Up With My Toxic Mom Group" penned by Ashley French. Troy and Dara talk about the mom drama, Mandy Moore's previous mom group and how she could heal her trauma with a Vegas residency, plus Hilary Duff and her petty husband. It's the perfect intersection of nostalgia and current events.
To listen or watch ad-free subscribe to Patreon.
Watch this episode on Spotify.

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1 hr 11 min
January 01 RERELEASE: It’s Lindsay Lohan Week!
Let's revisit one of our favorite episodes before our relaunch! We discuss 3 separate Lindsay Lohan profiles spanning her career from the early 2000s to present.
2004, Rolling Stone - Lindsay Lohan: Confessions of a Teenage Drama Queen
2010, Vanity Fair (by Nancy Jo Sales!) - Adrift...
2024, Bustle - Lindsay Lohan's Back!
Subscribe on Patreon: @whatsyourissue

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1 hr 41 min
January 01 RERELEASE: It's Lindsay Lohan Week!
Let's revisit one of our favorite episodes before our relaunch! We discuss 3 separate Lindsay Lohan profiles spanning her career from the early 2000s to present.
2004, Rolling Stone - Lindsay Lohan: Confessions of a Teenage Drama Queen
2010, Vanity Fair (by Nancy Jo Sales!) - Adrift...
2024, Bustle - Lindsay Lohan's Back!

Subscribe on Patreon: @whatsyourissue

Learn more about your ad choices. Visit megaphone.fm/adchoices
1 hr 40 min
December 26, 2025 BONUS: Our Personal Pop Culture Faves of 2025
Dara and Troy discuss their favorite pop culture moments of 2025. Subscribe on Patreon to hear a full exclusive episode covering Vulture's "What the Culturati 50 Loved in 2025."

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36 min
December 25, 2025 50 Most Annoying Celebs of 2006
Troy and Dara cover a cursed end of year wrap up: Star Magazine's 50 Most Annoying Celebrities of 2006. There's Britney Spears, Lindsay Lohan, Katie Holmes, Tyra Banks, Clay Aiken, Nicole Richie, and sooooo many more.
Watch this episode on Spotify
Ad-Fre episodes on Patreon @whatsyourissue
See the magazine spread on instagram @whatsyourissueshow

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2 hr

About What's Your Issue?

From the publisher's feed

"What's Your Issue?" is a pop culture podcast hosted by Troy McEady and Dara Laine. Each week, they take a nostalgic deep dive into the past, dissecting magazine articles from various decades and…