Why Fashion Feels So Different Now | Olivia Hurst

Has fashion become more about what looks good online than what we actually want to wear?   Olivia Hurst joins Bailey for a conversation about the changing fashion industry, developing a point of view, and what it means to create something original. They talk about the difference between personal …

Reinventing Yourself & Becoming More of Who You Are | Meredith Duxbury

What does it actually take to reinvent yourself without losing who you are? Meredith Duxbury joins Bailey for a conversation about reinvention, confidence, beauty, fashion, and learning how to evolve in a way that still feels authentic. Meredith opens up about moving beyond the version of herself …

The Art of Personal Style & Standing Out | Hadley Greene

What if finding your personal style has less to do with following trends and more to do with trusting your own taste? Hadley Greene joins Bailey for a conversation about personal style, fashion, creativity, and learning to stand out without trying to look like everyone else. Hadley opens up about …

How to Build Confidence & Manifest the Life You Want | Clarke Carraway

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 e…

Sophie Habboo: Motherhood, Made in Chelsea & Building Longevity

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…

Listener Q&A: Dating Apps, Making Friends & Feeling Lonely in Your 20s

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. Plu…

Emma DiMarco: Kissing Cowgirls, Brandy Melville & Building a Fashion Brand

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 m…

Body Image, Ozempic Culture & Protecting Your Self-Esteem

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 …

Mia Calabrese: NYC Dating, Red Flags & Why Ambitious Women Should Stop Settling

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, s…

Claudia & Gabby: Co-Founding Vin., Good Taste & Building a Fashion Brand

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 fav…