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The Grey Area Podcast is a CP Media Production hosted by Gabriel Smilovic, Stella Pyles, and Matthew Blackman - the generation that's figuring it out right now. Three people in their 20s at the intersection of creativity and business, navigating the ambiguous middle where nothing is certain and the rules are being rewritten.

Conversations here reside in the space between - not black, nor white. Th... more

PublishesWeeklyEpisodes13Founded3 months ago
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Latest Episodes

Episode 13 of The Grey Area Podcast opens with bits — the dumb, ridiculous little jokes you carry through life that remind you nothing is as serious as it feels. Matt's dad pretends to die every time someone blows out birthday candles. Stella used to... more

Episode 12 of The Grey Area starts with a question that sounds simple and isn't: what's the difference between something that's valuable and something that's just hard to get? Gabe lays out the trap — you see someone with the car, the watch, the life... more

Episode 11 of The Grey Area Podcast goes somewhere the show hasn't been before. It starts with a simple question — do you have a personal rule that would sound ridiculous out loud? — and the answers prove that everyone's a little unhinged when nobody... more

In Episode 10 of The Grey Area Podcast, Gabe, Stella, and Matt start with a question they weren't ready for: what would your 18-year-old self be confused by about your life right now? Gabe thought he'd be working in finance. Stella thought she'd be a... more

The Grey Area is where Gen Z talks about the stuff that doesn't have clean answers — business, culture, identity, and everything in between. In Episode 9, Gabe and Stella start with a deceptively simple question: when's the last time you changed your... more

Episode 8 of the Grey Area Podcast pulls from two recent Substacks that Gabe and Stella wrote for The Creative Pragmatist and turns them into a conversation. First: stealth skills — the ones you collect without knowing it. Stella traces hers back to ... more

In Episode 7 of The Grey Area, Gabe and Stella dive into the difference between being proactive and being reactive — and why the best moments of their careers have come from the chaos they didn't plan for, including a runway show where the collection... more

In Episode 6 of The Grey Area Podcast, Gabe and Stella get into what happens when you're putting all your energy into fixing the wrong thing — going to the gym twice a day when the real problem is how you see yourself, spiraling over a typo in an ema... more

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1. Off You Go
2. (Almost) Reckless
3. The Business of Fashion Podcast
4. SheerLuxe Podcast
5. The Wellness Scoop

How many episodes of The Grey Area are there?

The Grey Area launched 3 months ago and published 13 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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