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PODCAST

Cool Conversations with Pressley

Pressley Hosbach

Welcome to Cool Conversations! On this show, me and my famous friends are going to get real, raw, and talk about some hard truths and "uncool" things that we all go through, because we need a space for us, by us, and where we can connect on things affecting our generation. Make sure to check me out on all socials @pressley and get more clips and BTS content at @coolconvospod and let me know what you want to hear us chat about!

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All Episodes

47:45

Your Timeline ≠ Their Timeline w/ Jadah Marie

Cool Conversations with Pressley ·

2025/11/06

In a world that moves fast and compares even faster, it’s easy to feel like you’re falling behind. But what if your path isn’t meant to look like anyone else’s? In this episode, Pressley sits down with actor and artist Jadah Marie to talk about slowing down, trusting your own pace, and finding peace in the in-between.Learn more about your ad choices. Visit megaphone.fm/adchoices

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28:54

Take a Break or Take Over? w/ Deja Clark

Cool Conversations with Pressley ·

2025/10/30

PLACEHOLDER DESCRIPTION:In this episode, Pressley chats with Deja Clark for an honest, down-to-earth conversation about what it really means to grow into yourself. Deja opens up about navigating identity, purpose, and the pressure to have it all figured out. She talks about the moments that shaped her, the lessons she’s still learning, and the importance of staying true to who you are—on and off the screen. Learn more about your ad choices. Visit megaphone.fm/adchoices

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45:14

Collaboration Over Competition w/ Carmen Sanchez

Cool Conversations with Pressley ·

2025/10/23

Today we are joined by actress and performer Carmen Sanchez for a conversation about why working together always wins over tearing each other down. They dive into what collaboration really looks like in the entertainment industry, how to celebrate other people’s wins without losing your own shine, and the power of building genuine relationships. Carmen also shares her own experiences, behind-the-scenes lessons, and why she believes lifting others up is the key to lasting success. This episode is all

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63:29

The Pressure to be Perfect Online w/ Jenna Davis

Cool Conversations with Pressley ·

2025/10/16

This week we sit down with actress and singer Jenna Davis to talk about the side of social media most people don’t see. Jenna opens up about the pressure to appear perfect online while juggling the realities of her career, friendships, and growing up in the public eye. She shares behind-the-scenes stories from her work, what her real life looks like off camera, and how she’s learning to separate her true self from the highlight reel. This episode is all about peeling back the curtain, letting go of

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42:59

Who Am I Without the Likes w/ Markell Washington

Cool Conversations with Pressley ·

2025/10/09

Today we got real with creator Markell Washington for an unfiltered conversation about life beyond the screen. Markell opens up about who he really is behind the viral videos, sharing stories and struggles that fans don’t always see online. From the pressure of likes and followers to discovering his true self outside of social media, he talks about growth, vulnerability, and what it means to be authentically you. This episode is about looking past the highlight reel and finding the real person

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31:16

Growing Pains w/ Liamani

Cool Conversations with Pressley ·

2025/10/02

Today we sat down with singer Liamani to talk about what it really feels like to grow up in the spotlight—the in-between stages, the pressure to figure things out, and why no one really talks about the awkward middle. They also dive into Liamani’s new projects, her creative process, and how chasing passions while growing up comes with its own challenges and breakthroughs. This episode is all about embracing change, owning your growth, and celebrating what’s next.Learn more about your ad choices

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56:50

We’re All Just Faking It w/ Haven Madison

Cool Conversations with Pressley ·

2025/09/25

In this week's episode, we chatted with singer-songwriter Haven Madison about the truth behind “having it all together.” From navigating self-doubt to the pressure of looking perfect online, they open up about the messy, unfiltered side of chasing dreams. Haven shares how she balances confidence with vulnerability, and why admitting we’re all just figuring it out might be the most freeing thing of all.Learn more about your ad choices. Visit megaphone.fm/adchoices

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40:19

Romanticizing Real Life w/ Catherine Bradley

Cool Conversations with Pressley ·

2025/09/18

Welcome back to Season 2! To kick things off, we sit down with actress Catherine Bradley to talk about finding beauty in the everyday. From making the most of ordinary moments to shifting your perspective when life feels routine, they dive into how “romanticizing real life” can change the way you see yourself and the world around you. Catherine shares personal stories, simple mindset shifts, and why slowing down to notice the little things can actually make life feel bigger.Learn more about your ad

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29:18

Friendship Breakups with Audrey Grace Marshall

Cool Conversations with Pressley ·

2025/04/17

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Audrey for being a part of this episode to talk with me about identity and self discovery. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL

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41:16

Girl Power & Sisterhood with Sophia Woodward

Cool Conversations with Pressley ·

2025/04/10

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Shay for being a part of this episode to talk with me about identity and self discovery. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL

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48:40

Identity & Self-Discovery with Shay Rudolph

Cool Conversations with Pressley ·

2025/04/03

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Shay for being a part of this episode to talk with me about identity and self discovery. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL

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30:34

Vision to Reality, The Journey Behind the Work with...

Cool Conversations with Pressley ·

2025/03/27

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Adrian for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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45:45

People Pleasing with Brynn Rumfallo

Cool Conversations with Pressley ·

2025/03/20

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Brynn for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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45:59

Finding Purpose with Sophia Hammons

Cool Conversations with Pressley ·

2025/03/13

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Brynn for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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35:51

Second Chances with Scarlett Esteves

Cool Conversations with Pressley ·

2025/03/06

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Scarlett for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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28:47

Managing Online Bullying and Negative Interactions...

Cool Conversations with Pressley ·

2025/02/27

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my friend Kensington for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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53:17

Manifesting & Managing Goals with Kylie Cantrall

Cool Conversations with Pressley ·

2025/02/20

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my girl Kylie Cantrall for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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30:02

Healthy Ways to Handle Academic Stress with Abby...

Cool Conversations with Pressley ·

2025/02/13

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Thank you to my one of my best friends Abby James Witherspoon for being a part of this episode. Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Nate Lian, Leah Bahamonde, and Sriram Vijay Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL CONVERSATIONS: INSTAGRAM: /

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41:08

Comparing with Pressley & Jayden Bartels

Cool Conversations with Pressley ·

2025/02/11

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations teens should be having. Big THANK YOU to Jayden Bartels for joining me & sharing with all of us. All Episodes Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Tara Radmard, Paige Morrissey, Seamus Lappin, and Ava Mohomadi Director: Jack Ryan Yuran SUBSCRIBE → http://bit.ly/sub2Pressley FOLLOW COOL

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40:35

Self-Esteem with Pressley & Kheris Rogers

Cool Conversations with Pressley ·

2025/02/11

Hi guys! It's Pressley and I'm so excited to share my new podcast, COOL Conversations, where we have the not-so-cool conversations we should be having! Big THANK YOU to Kheris Rogers for being my first guest & talking through our experiences around Self -Esteem Executive Producers: Jacob Webb, David Shahar, Tish Taylor-Sarcy, and Candice Bassett Co-Producers: Tara Radmard, Paige Morrissey, Seamus Lappin, and Ava Mohomadi Director: Jack Ryan

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23 results

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