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It Girl with Bailey Taylor

It Girl with Bailey Taylor

iHeartPodcasts 17 Episodes Sep 23, 2026

Through intimate, unfiltered conversations with fashion editors, celebrities, founders, and cultural leaders, It Girl with Bailey Taylor captures both the glamour and the reality of life in the public eye. The podcast expands the popular online series into long-form storytelling, creating space to explore ambition, visibility, pressure, and the struggles that come with being an “it girl” today—beyond the highlight reel.

Episodes

How to Build Confidence & Manifest the Life You Want | Clarke Carraway
How to Build Confidence & Manifest the Life You Want | Clarke Carraway Sep 23, 2026 2162 What if the confidence you’re looking for has nothing to do with how other people see you? Clarke Carraway joins Bailey for a conversation about confidence, manifestation, self-worth, and creating the life you actually want. Clarke opens up about what it’s been like navigating life in the public eye, dealing with criticism from people who don’t know her, and finding her confidenc
Sophie Habboo: Motherhood, Made in Chelsea & Building Longevity
Sophie Habboo: Motherhood, Made in Chelsea & Building Longevity Sep 16, 2026 2423 Sophie Habboo joins Bailey to talk about life after Made in Chelsea, becoming a mom, and building a career with staying power. She opens up about navigating self-doubt, finding her identity again after having a baby, balancing motherhood with ambition, and why women shouldn’t feel guilty for making time for themselves. Sophie also shares what she’s learned about marriage, protecting he
Listener Q&A: Dating Apps, Making Friends & Feeling Lonely in Your 20s
Listener Q&A: Dating Apps, Making Friends & Feeling Lonely in Your 20s Sep 9, 2026 1801 In this solo Q&A, Bailey answers your questions about dating, friendships, and figuring out life in your 20s. She gets candid about why she hates dating apps, whether you should risk dating a friend, making friends as an adult, and how she handles loneliness while living alone and being single. Plus, Bailey talks post-grad life, the best part of being single, her dream date, leaving high schoo
Emma DiMarco: Kissing Cowgirls, Brandy Melville & Building a Fashion Brand
Emma DiMarco: Kissing Cowgirls, Brandy Melville & Building a Fashion Brand Sep 2, 2026 3825 Kissing Cowgirls founder Emma DeMarco joins Bailey Taylor to talk about building her fashion brand, finding her creative identity, and learning the realities of entrepreneurship along the way. Emma opens up about the expensive side of manufacturing, why she finally learned to hire people who know more than she does, and the surreal moment she discovered Brandy Melville was selling clothing using h
Body Image, Ozempic Culture & Protecting Your Self-Esteem
Body Image, Ozempic Culture & Protecting Your Self-Esteem Aug 26, 2026 1710 In this solo episode, Bailey Taylor gets candid about body image, self-esteem, and the pressure to keep up in a world shaped by social media, fashion trends, and Ozempic culture. She opens up about her own weight loss journey, falling out of routines, and what it feels like to start over when your confidence is low. Bailey also shares her honest take on the return of ultra-skinny beauty standards,
Mia Calabrese: NYC Dating, Red Flags & Why Ambitious Women Should Stop Settling
Mia Calabrese: NYC Dating, Red Flags & Why Ambitious Women Should Stop Settling Aug 19, 2026 2173 Mia Calabrese joins Bailey for a candid conversation about the realities of dating in New York City, why situationships have become so normalized and what she’s learned about dating more intentionally. They get into whether success makes dating harder for women, men who resent ambitious partners, splitting the bill and why you should never have to question whether someone actually likes you.
Claudia & Gabby: Co-Founding Vin., Good Taste & Building a Fashion Brand
Claudia & Gabby: Co-Founding Vin., Good Taste & Building a Fashion Brand Aug 12, 2026 2924 Claudia Li Johnson and Gabby Kono-Abdi, co-founders of Vin, join Bailey to talk about turning their shared love of vintage and statement accessories into a fast-growing fashion brand. They share how their iconic Fishy bag came to life, why launching before everything was perfect worked in their favor, and how intentional gifting helped get Vin into the right hands. They also get into running a bus
Charlotte Palermino: Dieux Skin, Beauty Myths & Building a Brand That Lasts
Charlotte Palermino: Dieux Skin, Beauty Myths & Building a Brand That Lasts Aug 5, 2026 2707 Dieux Skin founder Charlotte Palermino joins Bailey Taylor to talk about building one of the most trusted skincare brands by leading with science, evidence, and transparency. She opens up about leaving the corporate world, why she wanted Dieux to be more than another trendy beauty brand, and how distrust in healthcare and “clean beauty” culture can radicalize women online. Charlotte al
Taylor Quitara: Art, Personal Style & the Power of Being a Little Weird
Taylor Quitara: Art, Personal Style & the Power of Being a Little Weird Jul 29, 2026 3295 Artist and NYC cool girl Taylor Quitara joins Bailey to talk about building a creative life, developing your personal style and learning to embrace the things that make you different. Taylor shares how she turned painting into a career, used social media to get her work discovered and learned to tune out other people’s opinions. They also get into vintage shopping, developing your taste, esc
Levi Sebree: Dating Without Rules, Friendship Green Flags & Breaking Into Fashion
Levi Sebree: Dating Without Rules, Friendship Green Flags & Breaking Into Fashion Jul 22, 2026 2823 Levi Sebree is back for a candid catch-up filled with dating confessions, friendship advice and the reality of building a career in fashion. She and Bailey compare New York and Los Angeles dating, debate underrated green flags and explain why the usual relationship rules rarely work. Levi also shares how she went from cold-emailing hundreds of fashion companies to working with major brands, provin
Listener Q&A: How to Build Confidence, Know Your Worth & Become Unstoppable
Listener Q&A: How to Build Confidence, Know Your Worth & Become Unstoppable Jul 15, 2026 2718 In this solo episode, Bailey answers listener questions about building confidence, recognizing your worth and becoming the version of yourself you want to be. She shares practical advice for moving past self-doubt, rebuilding your self-esteem and refusing to let insecurity keep you from opportunities, relationships or new experiences. Bailey also explains why confidence starts with your mindset, h
Iris Kendall: Love Island, Dating Lessons & Boho Chic Style
Iris Kendall: Love Island, Dating Lessons & Boho Chic Style Jul 8, 2026 1929 Iris Kendall joins Bailey Taylor for a dreamy conversation about life after Love Island, dating in your 20s, and finding your style era. She opens up about what really happens behind the scenes of reality TV, how the experience shaped her confidence, and the relationship lessons she’s taking with her now. Iris also gets into long distance love, money advice every woman should hear, building

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