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!
Collaboration Over Competition w/ the Cast of Coven Academy
In this episode of Cool Conversations, Pressley sits down with the stars of Disney+‘s upcomingseries Coven Academy—Ora Duplass, Malia Weissman, and Jordan Leftwich—to talk aboutwhat it really means to choose collaboration over competition in the entertainment industry.From building friendships on set to supporting each other’s success, they share how workingtogether has made them better actors, collaborators, and friends, along with abehind-the-scenes look at bringing Coven Academy to life.
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21 May 2026
Chasing the Dream Before the World Sees It with Griffin McIntyre
In this episode of Cool Conversations, Griffin McIntyre joins us to talk about what it’s really like chasing a dream before the world sees the hard work behind it. From self-doubt and staying motivated to making music and trusting the process, we dive into the highs, lows, and reality of pursuing a passion while still figuring it all out.
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7 May 2026
Finding Your Why with Hercy Miller
In this episode of Cool Conversations, we are sitting down with athlete and entrepreneur Hercy Miller and diving into what it really means to “find your why” as a teen or young adult. From feeling lost and overwhelmed to discovering passions, purpose, and personal growth, we’re talking about the pressure to have life figured out—and why it’s okay if you don’t. Join us for an honest conversation about identity, comparison, chasing dreams, and learning that your purpose is something you grow into, not something you have to have all at once.
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