The Grey Area
Claim This Podcastby CP Media Productions
Podcast Overview
<p>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.</p><p>Conversations here reside in the space between - not black, nor white. This isn't a self-help podcast. It's not a news show. It's for people building creative careers who haven't figured it out yet — and aren't pretending they have. We're not here to tell you what to think — we're here to open the floor.</p>
Language
🇺🇲
Publishing Since
3/9/2026
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Recent Episodes
June 29, 2026
1.17 - The End (For Now)
<p>Episode 17 of The Grey Area Podcast, marks the end of Season 1. After 16 Episodes of exploring the spaces between black and white Gabe and Stella sit down for a final run of questions, picking apart the perils and positives of social media, the tools you need to build without a blueprint, and ways in which Gen Z is impacting the workplace for the better. </p><p></p>
June 22, 2026
1.16 - The Performative Generation
<p>Episode 16 of The Grey Area Podcast, the second to last of Season 1, covers three questions that kept going deeper than expected. First: when is being selfish actually the right call — and when does it cross a line you can't come back from? The birthday party you skip for work, the dinner you show up to no matter what, and the moments where principles go out the window because nothing else matters. Then: is our generation more honest or more performatively honest? Virtue signaling, the pressure to have a public opinion on everything, and why critical thinking might be the most underrated skill a 25-year-old can have. And they close on the TV shows and movies that shaped how they see the world — including one film about a toilet cleaner in Japan that reframed everything about contentment, ambition, and what it means to have a perfect day. </p><p>New episodes every Monday. Part of the Almost Reckless universe from CP Media.</p>
June 15, 2026
1.15 - Know Your Place
<p>Episode 15 of The Grey Area Podcast tackles three questions that sound simple until you try to answer them. Is loyalty overrated — and when does staying loyal actually hold you back? What are you bad at that you've stopped trying to fix — and what did letting go of it teach you about where you actually belong? And are boundaries just a polished way of saying you don't want to be uncomfortable? This one gets into trust, blind faith, the difference between self-care and self-protection, and what happens when a generation raised on therapy starts using its vocabulary to avoid friction instead of face it. </p><p>New episodes every Monday. Part of the Almost Reckless universe from CP Media.</p>
17 total episodes available
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Frequently asked questions
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- What is The Grey Area?
<p>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.</p><p>Conversations here reside in the space between - not black, nor white. This isn't a self-help podcast. It's not a news show. It's for people building creative careers who haven't figured it out yet — and aren't pretending they have. We're not here to tell you what to think — we're here to open the floor.</p> - How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
No, this podcast does not typically feature guests.
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