Olivia Joan: Her Grandmother’s Closet, Whimsical Style & Life Beyond the Internet

Content creator and photographer Olivia Joan joins Bailey to talk about how sharing her grandmother’s extraordinary wardrobe online unexpectedly changed her life and career. She opens up about honoring that legacy while rediscovering her own personal style, embracing whimsical fashion, and learning…

Leah Faye Cooper: Vogue, Fashion Criticism & What Makes Great Style

Fashion writer and editor Leah Faye Cooper joins Bailey to talk about her journey from teaching high school in Houston to building a career in fashion journalism and landing at Vogue. She opens up about the years of rejection, freelancing, and ambition that shaped her path, plus why strong writing …

The It Girl Guide to Breakups, Situationships & Choosing Yourself

In her first solo episode of It Girl, Bailey answers listener questions about breakups, situationships, dating again, and learning when it is finally time to walk away. She opens up about heartbreak, toxic relationships, chasing people who do not choose you back, and why healing does not always hap…

Eva Meloche: YouTube Boundaries, Copenhagen Style & What’s Next

Eva Meloche joinsBailey Taylor for her first podcast appearance to talk about growing up online, building boundaries with her audience, and learning how to keep parts of her life private while still sharing her world through YouTube. She opens up about finding her personal style through thrifting, …

Lauren Chan: Fashion, Queer Confidence & Redefining the It Girl Standard

Lauren Chan joins Bailey for a conversation about building a career in fashion, finding confidence through defiance, and pushing the industry toward real inclusion. She looks back on her early days at Glamour, how The Devil Wears Prada shaped her dream of becoming a fashion editor, and what it felt…

Yvette Segan: Female Comedy, New York Chaos & Making Men Cry

Comedian Yvette Segan joins Bailey for a hilarious, unfiltered conversation about leaving tech behind and finding her voice in the New York stand-up scene. She opens up about the realities of being a woman in comedy, building her own lane through social media, and why the internet has helped shift …

Hannah Meloche: From YouTube OG to Her New York Chapter

Hannah Meloche joins Bailey to reflect on growing up online, from posting her first YouTube videos as a teenager to finding her place in the creator world today. She opens up about the evolution of influencer culture, learning how to balance creativity with business, and why she still feels most co…

Michelle Ochs: Hervé Léger, Fashion Reinvention & The Ultimate Sexy Dress

Michelle Ochs joins the IT Girl podcast to talk about her journey from Parsons to launching her own brand and eventually becoming creative director of Hervé Léger. She opens up about taking on an iconic fashion house, bringing a feminine eye to the bandage dress, and redefining “the ultimate sexy d…

Olivia Ponton: Content, Consistency & Career Moves in Your 20s

Join Bailey Taylor as she sits down with model Olivia Ponton to talk about building a career in your 20s—and what it really takes to stay consistent in a nonstop content world. From daily routines to staying creatively inspired, Olivia shares how discipline and intention keep her ahead of the curve…

Sophia Bounou: Rejections, Runways & the Real Model Life

Join Bailey Taylor as she sits down with model and artist Sophia Bounou to unpack what the “real model life” actually looks like. From early rejections to major opportunities—including working with Beyoncé’s glam team—Sophia shares the persistence and mindset that pushed her forward. She gets hone…